Benzyl Alcohol → HCID 13365121, compound

Participants

Reaction Steps

30 ml of ethanol are added to the α-(α-methyl-3,4-dimethoxyphenethylimino)-2-methoxyacetophenone solution obtained in paragraph (2). After ice-cooling, 1.53 g of sodium borohydride is added gradually to the solution, and the mixture is stirred at room temperature for 2 hours. The reaction mixture is treated in the same manner as described in Example 1-(3), whereby α-[(α-methyl-3,4-dimethoxyphenethylamino)methyl]-2-methoxybenzylalcohol [the mixture of two diastereoisomers] is obtained as a crude oil. Said benzylalcohol [i.e., the mixture of two diastereoisomers] is treated with oxalic acid to convert it into its oxalate, and the oxalate is recrystallized from 70% aqueous ethanol. The crystalline precipitates are collected by filtration (the filtrate is hereinafter referred to as "mother liquor"). 4.5 g of α-[(α-methyl-3,4-dimethoxyphenethylamino)methyl]-2-methoxybenzylalcohol 1/2 oxalate [the diastereoisomer of M.p. 199°-200° C. (decomp.)] are thereby obtained.

Provenance & Evidence