Aluminium lithium hydride → 1-{4-[3-(3,4-Bis-hydroxymethylbenzyloxy)phenyl]-2-thiophenyl}-1-propanol

Participants

Reaction Steps

4.3 g (7.3 mmol) of 1-{4-[3-(3,4-bis(1-phenylmethanoyloxymethyl)benzyloxy)phenyl]-2-thiophenyl}-1-propanone are dissolved in 10 mL of THF and added dropwise to a suspension of 1.1 g (29 mmol) of lithium aluminium hydride, and the mixture is stirred for 2 hours. After treatment of the reaction medium with 1.1 mL of water, 1.1 mL of 15% sodium hydroxide and 3.3 mL of water, the medium is filtered. After purification by chromatography on silica gel (eluent: 3 heptane/7 ethyl acetate), the desired product is obtained in the form of a colourless oil (m=773 mg; Y=28%).

Provenance & Evidence