Formaldehyde → 6-Methyl-3-cyclohexene-1,1-dimethanol
反応式
[CH3:1][CH:2]1[CH2:7][CH:6]=[CH:5][CH2:4][CH:3]1[CH:8]=[O:9].C=CC=C.[CH:14](=[O:18])/C=C/C.C=O.[OH-].[K+]>O.CO>[CH3:1][CH:2]1[C:3]([CH2:14][OH:18])([CH2:8][OH:9])[CH2:4][CH:5]=[CH:6][CH2:7]1[CH3:1][CH:2]1[CH2:7][CH:6]=[CH:5][CH2:4][CH:3]1[CH:8]=[O:9].C=CC=C.[CH:14](=[O:18])/C=C/C.C=O.[OH-].[K+]>O.CO>[CH3:1][CH:2]1[C:3]([CH2:14][OH:18])([CH2:8][OH:9])[CH2:4][CH:5]=[CH:6][CH2:7]1
To a three-necked flask, 327 g of 2-methyl-4-cyclohexene-1-carboaldehyde, a Diels-Alder reaction product of butadiene and crotonaldehyde, 600 ml of methanol and 729 g of 37% of formalin were charged, and then the temperature of this solution was raised to 60° C. with stirring. Next, 252 g of KOH dissolved in 600 ml of distilled water was added dropwise thereto. After stirring for 7 hours, the reaction solution was concentrated under reduced pressure, which resulted in a residue with two phases. The oil phase concentrated to about 150 ml was washed with 300 ml of distilled water. After concentration under reduced pressure, 50 mg of 3,5-di(t-butyl)-4-hydroxytoluene (BHT) was added to the oil phase, and then vacuum distillation was carried out to yield 311 g (yield 82%) of 6-methyl-3-cyclohexene-1,1-dimethanol as a colorless crystal.
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