4-Phenethyloxybenzoic Acid Methyl Ester → (4-Phenethyloxyphenyl)methanol

Participants

Reaction Conditions

Reaction Steps

4-Phenethyloxybenzoic acid methyl ester 10 (7.66 g, 29.89 mmol) was dissolved in diethyl ether and chilled to 0° C. LiAlH4 was slowly added and allowed to stir at 0° C. for 3 hours. The mixture was quenched with H2O. After addition of 3N NaOH the mixture was allowed to stir for 30 min. The mixture was then acidified with 4.5N HCl, extracted, dried, and concentrated in vacuo to give about 6.7 g of a crystalline (4-phenethyloxyphenyl)methanol 11.

Provenance & Evidence