Sodium borohydride → HCID 66674526, compound

Participants

Reaction Steps

2 g (3.9 mmol) of recrystallized 1-(3,5-dibenzyloxyphenyl)-2-(4-benzyloxyphenyl)ethanone prepared according to Example 5 are introduced into a 100 ml round-bottomed flask and are dissolved in 30 ml of methanol and 25 ml of THF. Approximately 0.147 g of sodium borohydride is added in small fractions at ambient temperature over 1 hour. The medium is kept stirred for 1 h and concentrated, 30 ml of water are added and the medium is extracted with 60 ml of MTBE. The MTBE phase is concentrated to produce 2 g of a light yellow oil which crystallizes over time. 5 ml of methanol are added to this product, the mixture is kept stirred for 1 h and then the white precipitate obtained is filtered off. After drying at vacuum at 35° C., 1.3 g of 1-(3,5-dibenzyloxyphenyl)-2-(4-benzyloxyphenyl)ethanol are recovered in the form of a white solid with a melting point of 80-81° C., i.e. a yield of 65% with respect to the starting ketone.

Provenance & Evidence