Benzyl Alcohol → 5-(3-Chlorophenyl)-3-(1,2,3,4-tetrahydro-6,7-dihydroxynaphthalen-2-yl)-2-oxazolidinone

関与物質

反応手順

A mixture of 0.83 g of 2-amino-1-(m-chlorophenyl)ethanol, 1.0 g of 6,7-dimethoxy-2-tetralone and 0.85 g of sodium cyanoborohydride in 25 ml of methyl alcohol is stirred at room temperature for 18 hours. The reaction mixture is poured into water and a product residue is isolated. This residue is purified by flash chromatography to give 0.80 g of 3-chloro-α- (1,2,3,4-tetrahydro-6,7-dimethoxy)naphthalen-2-yl)amino!methyl!benzenemethanol, which is in turn converted to 5-(3-chlorophenyl-3-(1,2,3,4-tetrahydro-6,7-dimethoxy)naphthalen-2-yl)-2-oxazolidinone. Subsequent reaction with boron tribromide in methylene chloride as in Example 1, Step A, gives 5-(3-chlorophenyl)-3-(1,2,3,4-tetrahydro-6,7-dihydroxynaphthalen-2-yl)-2-oxazolidinone as a solid, mp 195° C. (dec.).

情報源と証拠