Category: alcohols-buliding-blocks

Reference of 10029-04-6 ,Some common heterocyclic compound, 10029-04-6, molecular formula is C6H10O3, 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.

1.0 g (7.7 mmol) hydroxymethyl acrylate was dissolved in 1.5 mol 5 weight-% sodium hydroxide solution (0.46 g; 11.6 mmol NaOH) and stirred for 4 hours at room temperature. After several extractions with diethyl ether, the ether phase was washed with water, dried over calcium chloride and the product was dried in vacuum. Yield: 0.47 g (60%) 1H-NMR [ppm]: delta (500 MHz, CDCl3)=3.2 (HO-CH2); 4.2 (HO-CH2); 5.85 (=CH2); 6.25 (=CH2); 12.5 (O=C-OH)

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. 10029-04-6, Ethyl 2-(hydroxymethyl)acrylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DENTSPLY International Inc.; KLEE, JOACHIM E; RITTER, HELMUT; POHLE, SVEN; ELSNER, OLIVER; BARDTS, MAREIKE; US2015/238390; (2015); A1;,
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Reference of 2240-88-2, Adding some certain compound to certain chemical reactions, such as: 2240-88-2, name is 3,3,3-Trifluoropropan-1-ol,molecular formula is C3H5F3O, 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 2240-88-2.

(S)-tert-Butyl2-((5-fluoro-4-hydroxy-2-methoxybenzyl)carbamoyl)pyrrolidine-1-carboxylate ( 400 mg, 1.086 mmol, see example 1 ), triphenylphosphine (575 mg, 2.172mmol) and 3,3,3-trifluoropropan-1-ol (0.144 mL, 1.629 mmol) were dissolved in THF (12 mL) under inert atmosphere. The reaction mixture was cooled to -10°C and DIAD(0.444 mL, 2.172 mmol) was added dropwise via syringe and stirring at -1 0°C continuedfor 2h. Subsequently the cooling bath was removed and the reaction mixture stirredat room temperature over the weekend. Since the reaction was not complete, additionaltriphenylphosphine (575 mg, 2.172 mmol), 3,3,3-trifluoropropan-1-ol (0.144 mL, 1.629 mmol) and DIAD (0.444 mL, 2.172 mmol) were added to the reaction mixture at -5°Cand the reaction stirred at room temperature overnight. Since the reaction was still incomplete,once again DIAD (0.444 mL, 2.172 mmol) was added at -5°C and the reaction stirred at room temperature overnight. Water was added, the reaction mixture extractedthree times with ethyl acetate, the organic phases were combined and dried oversodium sulfate. Evaporation of the solvent and purification of the raw material by columnchromatography resulted in (S)-tert-butyl 2-((5-fluoro-2-methoxy-4-(3,3,3-trifluoropropoxy)benzyl)carbamoyl)pyrrolidine-1-carboxylate (180 mg; yield 37percent)BOC deprotection and subsequent salt formation was performed as described in example1 resulting in (2S)-N-[[5-fluoro-2-methoxy-4-(3,3,3-trifluoropropoxy)phenyl]methyl]pyrrolidine-2-carboxamide fumarate as white powder after lyophilization.LC-MS (M/Z [M+Ht): 365.2 1HNMR (500 MHz, methanol-d4) 8 7.03 (d, J= 11.5 Hz, 1H), 6.74 (d, J= 7.0 Hz, 1H),6.68 (s, 2H), 4.36, 4.31 (ABq, J = 14.8 Hz, 2H), 4.30 (t, J = 6.1 Hz, 2H), 4.23 (dd, J =8.4, 6.8 Hz, 1H), 3.85 (s, 3H), 3.39 (dt, J = 11.4, 7.0 Hz, 1H), 3.35- 3.27 (m, 1H), 2.76-2.63 (m, 2H), 2.45-2.34 (m, 1H), 2.08- 1.92 (m, 3H).

According to the analysis of related databases, 2240-88-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBVIE DEUTSCHLAND GMBH & CO. KG; ABBVIE INC.; BACKFISCH, Gisela; BAKKER, Margaretha; BLACK, Lawrence; BRAJE, Wilfried; DRESCHER, Karla; ERHARD, Thomas; HAUPT, Andreas; HOFT, Carolin; KLING, Andreas; LAKIS, Viktor; MACK, Helmut; RELO, Ana Lucia; (111 pag.)WO2018/175449; (2018); A1;,
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Related Products of 57267-78-4, 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 57267-78-4, name is Ammonium 2-hydroxyethanesulfonate. This compound has unique chemical properties. The synthetic route is as follows.

22 mg of crude oltipraz powder is added into a glass round bottom flask equipped with a magnetic stirrer and cold-water condenser. To the flask was added 10 ml of acetone at room temperature and 30 mg of isethionic acid ammonium salt is slowly added into the solution while stirring is continued. Once all the isethionic acid ammonium salt has been added, the temperature is increased and set to reflux for 6 hrs. Released ammonia is captured in a dilute hydrochloric acid trap from the top of the condenser. After 6 hrs the reaction is brought to pH 6.8 with minimum quantity of concentrated hydrochloric acid and the resultant mixture is evaporated, under vacuum, to dryness to yield the isethionic acid complex of oltipraz as a red/brown solid. FTIR: C=S peaks 1216/1228 (relative intensity 9: 1) and 464/435 (relative intensity 9: 1).

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 57267-78-4, Ammonium 2-hydroxyethanesulfonate.

Reference:
Patent; ST IP HOLDING AG; FRAMROZE, Bomi; (0 pag.)WO2020/58767; (2020); A1;,
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Synthetic Route of 14002-80-3 ,Some common heterocyclic compound, 14002-80-3, molecular formula is C6H12O3, 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.

Compound 42; 3-[4-[1-(1-(2-(1-piperidinyl)phenyl)pentyl)aminocarbonylmethyl]phenoxy]-2,2-dimethylpropanoic acid; This product was synthesized in 3 steps. Step 1; 2-(methoxycarbonyl)-2-methylpropyl 4-methylbenzenesulfonate; Methyl 3-hydroxy-2,2-dimethylpropanoate (5.0 g, 37.83 mmol) was solubilized in dichloromethane (50 ml) and triethylamine (16.0 ml, 113.5 mmol) was added. The mixture was cooled to 0 C. and p-toluenesulfonyl chloride (7.2 g, 37.83 mmol) was added portionwise. The mixture was stirred at room temperature for 4 days and was thenhydrolyzed by water (50 ml). Layers were decanted and the organic phase was washed with 1M HCl (2×50 ml) and NaClsat (2×50 ml). It was dried with magnesium sulfate, filtered and concentrated and the resulting residue was purified by silica gel chromatography (cyclohexane/ethyl acetate 8/2). Yield: 29%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14002-80-3, its application will become more common.

Reference:
Patent; GENFIT; US2006/79696; (2006); A1;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1777-82-8, name is (2,4-Dichlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C7H6Cl2O

General procedure: A mixture of 6 mmol of the alcohol or the amine and5 mmol o-phenylenediamine, o-aminophenol or o-aminothiophenol,10 mol % Fe2(SO4)3, 10 mol % TEMPO wasprepared in a 10 ml three-necked flask, and then stirred inopen air at 110 C for several hours, The reaction progresswas monitored by TLC. When the final reaction mixturecooled to room temperature, the crude products was directlypurified by column chromatography on silica gel using hexane/ethyl acetate (7:3) as eluent to afford the pure product.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1777-82-8, (2,4-Dichlorophenyl)methanol.

Reference:
Article; Yu, Jiatao; Shen, Mengnan; Lu, Ming; Journal of the Iranian Chemical Society; vol. 12; 5; (2015); p. 771 – 778;,
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Synthetic Route of 748805-85-8 ,Some common heterocyclic compound, 748805-85-8, molecular formula is C7H8FNO, 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.

Acetophenone (144 mg, 1.2 mmol),[Cp * Ir (6,6 ‘- (OH) 2bpy) (H2O)] [OTf] 2 (8.3 mg,0.01 mmol, 1 mol%), potassium hydroxide (56 mg, 1.0 mmol, 1.0 equiv.),Amino-5-fluorobenzyl alcohol (141 mg, 1.0 mmol) and water (1 mL) were sequentially added to a 5 mL round bottom flask.The reaction mixture was refluxed in air for 12 hours and then cooled to room temperature.Extraction with ethyl acetate, removal of the solvent by rotary evaporation, and purification of the target compound by column chromatography (developing solvent: petroleum ether / ethyl acetate) yielded 93%

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. 748805-85-8, (2-Amino-5-fluorophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing University of Science and Technology; Li Feng; Wang Rongzhou; (15 pag.)CN107400084; (2017); A;,
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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. 402-63-1, name is 1-(3-Fluorophenyl)ethanol. A new synthetic method of this compound is introduced below., Recommanded Product: 1-(3-Fluorophenyl)ethanol

Dissolve 1- (3-fluorophenyl) ethanol (934 mg, 6.67 mmol) in n-hexane (22.2 mL),CAL-B (147 mg), vinyl acetate (1.20 mL, 13.3 mmol) and triethylamine (0.0540 mL, 0.667 mmol) were added.The reaction mixture was stirred at room temperature for 12 hours.The mixture was filtered to remove impurities and reduced pressure to remove solvent.The mixture was purified by silica gel column chromatography (n-hexane / EtOAc = 8: 1, Rf = 0.25 (n-hexane / EtOAc = 4: 1) and purified.(S) -1- (3-fluorophenyl) ethan-1-ol (403 mg, 44%) was obtained as a colorless oil (Formula 7)

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 402-63-1, 1-(3-Fluorophenyl)ethanol.

Reference:
Patent; ERICA Industry-University Cooperation Foundation of Hanyang University; Min Seon-jun; Kim Ju-hyeon; Chu Hyeon-a; Cho Yong-seo; Lee Jae-gyun; Bae Ae-nim; (23 pag.)KR2019/115976; (2019); A;,
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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. 109-83-1, name is 2-(Methylamino)ethanol. A new synthetic method of this compound is introduced below., Product Details of 109-83-1

A solution of 4-methoxy-2,3,6-trimethylbenzenesulfonyl chloride (2.29 g, 9.19 mmole) in THF (30 ml) was added dropwise at 0 C. to a solution of 2-methylaminoethanol (0.95 ml, 11.8 mmole) and triethylamine (5 ml) in THF (15 ml). The mixture was then stirred for 5 hours at RT, concentrated by evaporation in vacuo, and the residue was taken up in NaHCO3 solution and extracted with ethyl acetate (3×30 ml). The combined organic phases were dried with Na2SO4 and concentrated by evaporation in vacuo. Yield: 2.38 g, 90%.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 109-83-1, 2-(Methylamino)ethanol.

Reference:
Patent; GRUENENTHAL GmbH; US2009/186899; (2009); A1;,
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With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.2568-33-4, name is 3-Methylbutane-1,3-diol, molecular formula is C5H12O2, molecular weight is 104.1476, as common compound, the synthetic route is as follows.name: 3-Methylbutane-1,3-diol

[0153] 3-Methylbutane-1,3-diol (3.83 g, 36.8 mmol) wasdissolved in dichloromethane (150 ml), followed by the additionoftriethylamine(6.66 mL) andmethanesulfonyl chloride(3.13 mL) at oo C. After stirring at RT for7.5 hrs, the reactionwas quenched by ethyl acetate and water, and the organiclayer was dried over anhydrous sodium sulfate. The solventwas distilled off under reduced pressure to obtain the titlecompound as a colorless oil ( 4.79 g, 72%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2568-33-4, 3-Methylbutane-1,3-diol, and friends who are interested can also refer to it.

Reference:
Patent; BLUEPRINT MEDICINES CORPORATION; Hodous, Brian L.; (150 pag.)US2016/31892; (2016); A1;,
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Electric Literature of 2425-41-4, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.2425-41-4, name is (2-Phenyl-1,3-dioxane-5,5-diyl)dimethanol, molecular formula is C12H16O4, molecular weight is 224.25, as common compound, the synthetic route is as follows.

Example 1Compound 204, of which structure was shown above, was synthesized from monobenzalpentaerythritol (Compound A) known from literature [described in Org. Syntheses Coll., Vol. 4, 679 (1963)] as a starting material according to the following scheme. Two hydroxy groups of Compound A were condensed with phytanic acid by using a condensing agent, EDC (l-ethyl-3-(3-dimethylamino)propylcarbodiimide hydrochloride), to obtain a diester compound, Compound B [Jikken Kagaku Koza (Lecture of Experimental Chemistry), 4th edition, edited by the Chemical Society of Japan, Maruzen, Vol. 22, p.258]. The benzylidene group of Compound B was successively removed by catalytic reduction [Hanessian et al, Synthesis, 396 (1981)], and then one of the hydroxy groups was made into an oleic acid ester (Compound C). The other hydroxy group and 8-hydroxyoctanoic acid were condensed to convert the compound into an omega -hydroxy ester compound, Compound D204.

Statistics shows that 2425-41-4 is playing an increasingly important role. we look forward to future research findings about (2-Phenyl-1,3-dioxane-5,5-diyl)dimethanol.

Reference:
Patent; FUJIFILM CORPORATION; WO2007/72983; (2007); A1;,
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