4-(4-Methoxyphenyl)butyric acid → 4-(4-Methoxyphenyl)butan-1-ol

Participants

Reaction Steps

A flask containing 250 ml. 1 M diborane in tetrahydrofuran is thoroughly cooled in an ice-water bath. To the stirred solution is slowly added 38.8 g. of 4-(4-methoxyphenyl)butyric cid in 100 ml. tetrahydrofuran. After addition is completed the reaction is stirred for 16 hours at room temperature, then poured slowly into 1 l. stirred ice-water. The aqueous solution is extracted three times with 300 ml. portions of ether. The combined organic extracts are washed with water and brine, dried, and evaporated to a nearly colorless oil of 4-(4-methylphenyl)-1-butanol.

Provenance & Evidence