Water → HCID 22854879, compound

Participants

Reaction Steps

7 g of methyl-2-[3-chloro-4-(2-oxocyclopentane-1-yl methyl)phenyl]propionate were dissolved in 40 ml of methanol and then incorporated with 0.9 g of sodium boron hydride under agitation at room temperature, agitated at room temperature for 30 minutes, incorporated with 100 ml of water and then extracted with 100 ml of ethyl acetate. The extract obtained was washed with water, dried and then freed of the solvent at a reduced pressure to obtain a mixture of trans-form and cis-form bodies. The thus obtained mixture was adsorbed onto a silica gel-packed column and then separated with ethyl acetate.hexane (1:3) to obtain 2.0 g (yield 28%) of methyl-2-[3-chloro-4-(cis-2-hydroxycyclopentane-1-yl methyl) phenyl]propionate and 3.4 g (yield 48%) of methyl-2-[3-chloro-4-(trans-2-hydroxycyclopentane-1-yl methyl) phenyl]propionate.

Provenance & Evidence