Benzo[d][1,3]dioxol-4-ol (cas: 69393-72-2) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.COA of Formula: C7H6O3
Derivatives of 1,2,3,4-tetrahydroxybenzene. V. The synthesis of parsley apiole and derivatives was written by Baker, Wilson;Savage, R. I.. And the article was included in Journal of the Chemical Society in 1938.COA of Formula: C7H6O3 This article mentions the following:
2,3-(MeO)2C6H3OH is converted by K2S2O8 into 2,3,1,4-(MeO)2C6H3(OH)2 (I), a dark oil, which gives 1,2,3,4-C6H2(OMe)4, m. 88-9°; the di-Ac derivative m. 54°. 2,3,4-HO(MeO)2C6H2CO2H (24 g.) with K2S2O8 in NaOH gives 6.5 g. of 2,5-dihydroxy-3,4-di-methoxybenzoic acid (II), m. 171°; heating at 200° gives I, m. 84-5°. II and Me2SO4-KOH give the tetra-Me derivative, m. 87-8°. 2,3,4-(HO)3C6H2CO2H(80 g.) and CH2SO4 in Me2CO-NaOH give 9-10 g. of 2-hydroxy-3,4-methylenedioxybenzoic acid (III), m. 235° (evolution of CO2); FeCl3 gives an intense violet color; Ac derivative, m. 165°. Heating 10 g. of III in quinoline with Cu chromite catalyst at 180° for 2 h. gives 6 g. pyrogallol methylene ether (IV), m. 85°, oxidation of which with K2S2O8 yields methylenedioxyquinol (V), m. about 180° (some decomposition); diacetate, m. 104°. The di-Me ether of V is parsley apione, m. 77-77.5°, identical with that prepared from natural apiole. III (6 g.) with K2S2O8 in NaOH gives 0.3 g. of 2,5-dihydroxy-3,4-methylenedioxybenzoic acid, very pale yellow, m. 250° (decomposition), gives a deep blue FeCl3 reaction; the di-Me ether is identical with parsley apiolic acid and yields a 1,2-di-Br derivative, m. 97-8°. IV (9 g.) and allyl bromide with K2CO3, refluxed 8 h., give 10 g. of 2,3-methylenedioxyphenyl allyl ether, b24 139-40°; heating at 220° yields 2-hydroxy-3,4-methylenedioxy-1-allylbenzene, b20 155-6°; oxidation with K2S2O8 gives the 2,5-di-HO derivative, a reddish oil difficult to crystallize, the di-Me ether of which is identical with parsley apiole. Bromoapiole dibromide m. 80-80.5°. Details are given for the preparation of 1-o-benzoylpyrogallol, 2,3-(MeO)2C6H3OBz, pyrogallol 1-Me ether and 4,3,2-HO(MeO)2C6H2CHO. III and Br in AcOH give the 5-Br derivative, with AcOH of crystallization lost at 100°, m. 255° (decomposition). HNO3 in AcOH gives the 5-NO2 derivative of III, pale yellow, m. 295° (decomposition); FeCl3 gives a red color and the yellow NaHCO3 solution becomes bright orange on adding NaOH. 4-Methyldaphnetin and CH2SO4 in Me2CO-NaOH give the methylene ether, pale yellow, m. 226°; HNO3 gives the 5 (or 6)-NO2 derivative, pale yellow, m. 138-9°. 2,3-Dihydroxy-4-methoxybenzaldehyde m. 118-19° instead of 69.5° as given in C. A. 32, 4552.9. In the experiment, the researchers used many compounds, for example, Benzo[d][1,3]dioxol-4-ol (cas: 69393-72-2COA of Formula: C7H6O3).
Benzo[d][1,3]dioxol-4-ol (cas: 69393-72-2) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.COA of Formula: C7H6O3
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts