Alcohols-buliding-blocks

107-75-5, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 107-75-5, name is 7-Hydroxy-3,7-dimethyloctanal. A new synthetic method of this compound is introduced below.

Compound 33: 7-hyroxycitronellal (140 mu, 0.75 mmol), Cu(OTf)2 (2.2 mg, 2.5 mol ethanethiol (108 mu, 1.5 mmol) and 1,3,5- trimethoxybenzene (42 mg, 0.25 mmol) were reacted according to method A. The mixture was stirred for 2 h at room temperature. The residual material was purified by column chromatography (silica gel 40-60, hexane / ethyl acetate 80:20) affording compound 33 (68 mg, 71% yield) as a thick oil. Characterization data of compound 33: lH NMR (CDCl3/400 MHz): delta 6.12 (s, 1H), 6.09 (s, 1H), 4.54 – 4.46 (m, 1H), 3.80 (s, 3H), 3.78 (s, 6H), 2.51 – 2.32 (m, 3H), 1.96 – 1.84 (m, 1H), 1.56 – 1.47 (m, 1H), 1.40 – 1.32 (m, 4H), 1.24 – 1.19 (m, 5H), 1.17 (s, 3H), 1.15 (s, 3H), 0.82 (t, J = 4.5 Hz, 3H); 13C NMR (CDCl3/100 MHz): delta 160.2, 159.8, 158.2, 112.4, 111.4, 91.7, 90.3, 71.0, 55.9, 55.7, 55.2, 44.2, 41.3, 38.1, 37.1, 31.4, 29.1, 26.3, 21.6, 20.0, 19.4, 15.0; HRMS (ESI): m/z calcd for C2iH3604S [M+Na]+ 407.2227 found 407.2218.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,107-75-5, 7-Hydroxy-3,7-dimethyloctanal, and friends who are interested can also refer to it.

Reference:
Patent; B. G. NEGEV TECHNOLOGIES AND APPLICATIONS LTD., AT BEN-GURION UNIVERSITY; PAPPO, Doron; PARNES, Regev; (87 pag.)WO2016/132355; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

505-10-2, Adding a certain compound to certain chemical reactions, such as: 505-10-2, 3-(Methylthio)propan-1-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 505-10-2, blongs to alcohols-buliding-blocks compound.

The alcohol 5-a (200 g, 1900 mmol) was dissolved in CH2C12 (2000 ml). The mixture was cooled to 0C. The w-CPBA 85% in water (970 g, 5700 mmol) was added portion wise keeping the temperature between 0 to 5C. After addition, the mixture was allowed to warm to 25C and stirred for 15 h. The mixture was filtered through a celite pad. The filtrate was purified by flash column (Eluent: petroleum ether: ethyl acetate = 3 : 1 and then ethyl acetate: methanol = 10: 1) to yield the intermediate 5-b (75 g, 29%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,505-10-2, its application will become more common.

Reference:
Patent; JANSSEN R&D IRELAND; COOYMANS, Ludwig Paul; DEMIN, Samuel Dominique; HU, Lili; JONCKERS, Tim Hugo Maria; RABOISSON, Pierre Jean-Marie Bernard; TAHRI, Abdellah; VENDEVILLE, Sandrine Marie Helene; WO2012/80447; (2012); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 624-95-3, name is 3,3-Dimethylbutan-1-ol, the common compound, a new synthetic route is introduced below. 624-95-3

12.2 g of 3, 3-Dimethyl-l-butanol of 98% purity (117.3 mmol) and 0.036 g TEMPO (0.223mmol) are charged in a jacketed glass reaction flask as in Example I. Sodium borate (0.294 g, 0.76 mmol), NAHCO3 (1.472 g, 17. 5MMOL) and NACL (2 g) are dissolved in water (25 cc) and the aqueous solution is added to the stirred organic fraction at 1000 RPM in the reaction flask. The stirred suspension is cooled to 0C and the emulsion is re-adjusted to pH 8.6 using 40% solution OF NAOH. When the temperature of the reactants reached 0C, 69.8 g (123.1 mmol) of 13.1% aqueous NAOCI solution are pumped in via a gas-tight syringe over 55 minutes. The reaction mixture is stirred for an additional 15 min at 0C and the organic layer is sampled for GC assay. The yield of 3,3- dimethylbutyraldehyde is 87.4% at 2 min of post bleach-addition time and 91.2% at 15 min reaction time.

The synthetic route of 624-95-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE NUTRASWEET COMPANY; WO2004/67484; (2004); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 346-06-5, (2-(Trifluoromethyl)phenyl)methanol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 346-06-5, blongs to alcohols-buliding-blocks compound. 346-06-5

Example 20 3-Propyl-7-(2-(trifluoromethyl)benzyl)-[1,2,4]triazolo[4,3-a]pyrazin-8(7H)-one: To a solution of 8-chloro-3-propyl-[1 ,2,4]triazolo[4,3-a]pyrazine (88 mg, 0.45 mmol) and (2-(thfluoromethyl)phenyl)methanol (1 1 1 mg, 0.629 mmol) in dimethoxyethane (3.5 ml) was added NaH 60percent in mineral oil (35 mg, 0.88 mmol) at RT and the reaction was stirred for 2 hours. Sodium iodide (1 10 mg, 0.734 mmol) was added and the reaction was heated at 200 ¡ãC for 20 min under microwave irradiation. The reaction mixture was concentrated in vacuo and purified by flash chromatography using a gradient of (petroleum ether: EtOAc: 5percentEt3N/10percentMeOH/85percentEtOAc = 1 :0:0 to 0:1 :0 to 0:0:1 ) to yield 31 mg (17percent) 3-propyl-7-(2-(trifluoromethyl)benzyl)- [1 ,2,4]triazolo[4,3-a]pyrazin-8(7H)-one. 1H NMR (CDCI3 500 MHz): delta 7.76 (m, 1 H), 7.56 (m, 1 H), 7.45 (m ,1 H), 7.40 (m, 1 H), 6.93 (d, J=6.0 Hz, 1 H), 6.60 (d, J=6.0 Hz, 1 H), 5.40 (s, 2 H), 2.98 (t, J=7.6 Hz, 2 H), 1 .92 (m, 2 H), 1 .09 (t, J=7.4 Hz, 3 H). LCMS (MH+): m/z = 337.2, tR (minutes, Method 1 ) = 0.60.

With the rapid development of chemical substances, we look forward to future research findings about 346-06-5.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; JESSING, Mikkel; (126 pag.)WO2016/55618; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

624-95-3, A common compound: 624-95-3, name is 3,3-Dimethylbutan-1-ol,molecular formula is C6H14O, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

[00072] Example VIII is similar to VII but the amount of MeO-TEMPO is reduced twice. All other concentrations and ratios are the same as in Example VII. [00073] 16.9 g of 3,3-Dimethyl-1-butanol (117.3 mmol) and 0.0382 g MeO-TEMPO (0.205 mmol) are charged in a jacketed glass reaction flask as in Example I. Sodium borate (0.380 g, 1.0 mmol) and 0.676 g NaHCO3 are dissolved in water (17 cc) and the aqueous solution is added to the stirred organic fraction at 1000 RPM in the reaction flask. The stirred suspension is cooled to 0 C. and the emulsion is re-adjusted to pH=8.4 using 50% solution of CH3COOH. When the temperature of the reactants reached 0 C., 77.5 g (126 mmol) of 12.1% aqueous NaOCl solution are pumped in via a gas-tight syringe over 90 minutes (The pH of the bleach solution was adjusted to 10 using 50% aqueous CH3COOH). During the bleach addition the pH was maintained at 8.3-8.4 levels using few drops of 50% aqueous CH3COOH. The reaction mixture is stirred for an additional 120 min at 0 C. and the organic layer is sampled for GC assay. In this Example, 0.2-0.25 cc aqueous solution of NaOH (50% concentration) was added immediately after the bleach addition was completed and no efforts were made to maintain the pH of the emulsion. The yield of 3,3-dimethylbutyraldehyde is 94.0% at 60 min and 99.0% at 90 min reaction time

With the rapid development of chemical substances, we look forward to future research findings about 624-95-3.

Reference:
Patent; The NutraSweet Company; US6825384; (2004); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

124-76-5, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 124-76-5, name is Isoborneol. This compound has unique chemical properties. The synthetic route is as follows.

Example 5 Preparation of 1-[((1S)-endo)-(-)-bornyloxy]-5-(2-propenyl)-2-oxabicyclo[3.3.0]octane and separation of diastereomers (18a, 18b) 22.8 parts of ((1S)-endo)-(-)-borneol (10) was added to 35 ml of an anhydrous toluene solution containing 30 parts of 1-methoxy-5-(2-propenyl)-2-oxabicyclo[3.3.0]octane (16) and 30 parts of molecular-sieve 5A at room temperature. The mixture was stirred for 10 hours at 110C. In this instance, 600 parts of molecular-sieve (MS-4A) that can adsorb methanol was filled in the reflux tube to adsorb the methanol generated in the reflux tube. The reaction solution was filtrated. The filtrate was concentrated under reduced pressure to obtain 52 parts of a residue. The resulting residue was purified by silica gel column chromatography (n-hexane: diethyl ether = 40: 1) to obtain the target isomer mixture. Furthermore, the resulting isomer mixture was separated into individual diastereomers represented by (18a) and (18b) (Isomer 3 and Isomer 4) by silica gel column chromatography (n-hexane: diisopropyl ether = 1: 40). Isomer 3 (diastereomer having a larger Rf) and Isomer 4 (diastereomer having a smaller Rf) were obtained respectively in an amount of 17.1 parts (yield: 38%) and 18.9 parts (yield: 42%). The properties of the diastereomers represented by (18a and 18b) are shown as follows. Rf (Rf value when developed using n-hexane : toluene = 2 : 1 for a length of 44 mm) Rf = 0.36 EI-MS: m/z 304 (M+) FT-IR (nujor): 3180, 2960, 2880, 1645, 1480, 1460, 1400, 1375, 1330, 1310, 1240, 1195, 1125, 1060, 1025, 960, 948, 920cm-11H-NMR (CDCl3, delta ppm): 0.80 (s, 3H), 0.84 (s, 6H), 0.95-2.22 (m, 16H), 2.27 (m, 1H), 3.98-4.10 (m, 1H), 3.70-3.92 (m, 2H), 5.04-5.09 (m, 2H), 5.88 (ddd, J = 7.0, 10.0, 16.5Hz, 1H), Optical rotation: [alpha]D25 = -74.18 (c = 1.05, CHCl3) Rf (Rf value when developed using n-hexane : toluene = 2 : 1 for a length of 44 mm) Rf = 0.28 EI-MS: m/z 304 (M+) FT-IR (nujor): 3180, 2960, 2880, 1645, 1478, 1460, 1395, 1375, 1325, 1310, 1240, 1195, 1120, 1058, 1025, 960, 948, 920cm-11H-NMR (CDCl3, delta ppm): 0.80 (s, 3H), 0.84 (s, 6H), 0.95-2.22 (m, 16H), 2.27 (m, 1H), 3.70-3.92 (m, 3H), 5.04-5.09 (m, 2H), 5.88 (ddd, J = 7.0, 10.0, 16.5Hz, 1H), Optical rotation: [alpha]D25 = +5.56 (c = 0.84, CHCl3)

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 124-76-5, Isoborneol.

Reference:
Patent; Zeon Corporation; EP1535917; (2005); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 456-47-3 as follows., 456-47-3

General procedure: Alcohol (1 mmol), water (1 mL), and CoFe2O4 MNPs (11.8mg, 5 mol %) were added to a round-bottomed flask. The reaction mixture was stirred for the two minutes, and then oxone (0.6 mmol) was added in three portions. The reaction mixture was placed at room temperature and stirred for the specified time (Table 5). The reaction was followed by TLC (EtOAc-cyclohexane, 2:10). After the completion of the reaction, the product was extracted in dichloromethane. The solvent was evaporated under reduced pressure to give the corresponding aromatic products. Purification of the residue using plate chromatography (silica gel) provided the pure carbonyl compounds. The aliphatic products in dichloromethane was dried with anhydrous MgSO4 and detected by GC-FID.

The chemical industry reduces the impact on the environment during synthesis 456-47-3, I believe this compound will play a more active role in future production and life.

Reference:
Article; Sadri, Fariba; Ramazani, Ali; Massoudi, Abdolhossain; Khoobi, Mehdi; Azizkhani, Vahid; Tarasi, Roghayeh; Dolatyari, Leila; Min, Bong-Ki; Bulletin of the Korean Chemical Society; vol. 35; 7; (2014); p. 2029 – 2032;,
Alcohol – Wikipedia,
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The common heterocyclic compound, 138-22-7, name is Butyl 2-hydroxypropanoate, molecular formula is C7H14O3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route. 138-22-7

EXAMPLE 6 The procedure of Example 5 is followed, using n-butyl lactate (584 g, 4 mols) of optical rotation [alpha]D20 =-2.77 (without a solvent), thionyl chloride (512 g, 4.30 mols) and pyridine (1.2 g). The n-butyl lactate is run in at 60 C. in the course of 4 hours and this is followed by heating at 75 C. for 1 hour 15 minutes. After cooling under atmospheric pressure, a crude product (690 g) composed mainly of n-butyl 2-chloropropionate is recovered.

The synthetic route of 138-22-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Rhone-Poulenc Agrochimie; US4334083; (1982); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

A common compound: 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane,molecular formula is C5H10O2, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 39590-81-3

To (5 volumes) of dichloro methane was charged a solution of imidazole and triphenylphosphine. The resultant reaction mixture was cooled to about 0C. Then added a solution of iodine in dichloro methane (5 volumes) at about 0C for about 60 mm.. Thenadded a solution of cyclopropane- 1,1 -diyldimethanol in dichloro methane (5 volumes) at about 0C for about 30 mm. and stirred at 10-15C for about 3 hrs. Then the reaction mass was diluted with brine solution at 10-15C. The organic and aqueous layers were separated and to the organic layer n-heptane (10 volumes) was charged. The total organic layer was washed with saturated sodium sulphite solution (2 times). 70 % of the organic layer wasdistilled at below 45C under vacuum. Then (10 volumes) of n-heptane was added and 12 volumes of the solvent was distilled at below 45C under vacuum. The slurry was filtered on silica bed and washed with n-heptane, the filterate mls were distilled below 45C under vacuum to yield the title compound. Yield: 46%

With the rapid development of chemical substances, we look forward to future research findings about 39590-81-3.

Reference:
Patent; GRANULES INDIA LIMITED; VETUKURI, Prasada Raju Vnkv; GILLA, Goverdhan; RAPOLU, Rajesh Kumar; CHIGURUPATI, Krishna Prasad; (54 pag.)WO2016/103232; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

575-03-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin, molecular formula is C10H5F3O3, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: The appropriate bromoketone (6a-o) (1.7 mmol) and triethylamine (1.6 mmol) were added to as olution of either7-hydroxy-4-methyl-2H-chromen-2-one 4 (1.4 mmol)or 7-hydroxy-4-(trifluoromethyl)-2H-chromen-2-one 5 (1.4 mmol) in THF (20 mL). The mixture was stirred at room temperature for 24h, filtered and the solvent was evaporated under reduced pressure.The solid residue was purified by column chromatography eluting with DCM/MeOH 9:1 to afford (7a-n) and (8a-o).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 575-03-1, 7-Hydroxy-4-(trifluoromethyl)coumarin, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kandil, Sahar; Westwell, Andrew D.; Mcguigan, Christopher; Bioorganic and Medicinal Chemistry Letters; vol. 26; 8; (2016); p. 2000 – 2004;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts