Ethyl Acetate → HCID 53679561, compound

Participants

Reaction Steps

Sodium borohydride (4.4 g) and boron trifluoridediethyl ether (23.7 ml) were added to a solution of 2-nitro-3-(2-chlorophenoxy)benzoic acid (11.3 g) in dried tetrahydrofuran (100 ml), and the mixture was stirred for 3 hrs. at room temperature. To the reaction mixture were added ethyl acetate (200 ml) and water (200 ml), and the mixture was filtered. The ethyl acetate layer was separated from the filtrate, washed with aqueous sodium bicarbonate and saline, dried and then evaporated in vacuo. The oily residue (15.1 g) was subjected to column chromatography on silica gel (150 g) and eluted with methylene chloride to give 2-nitro-3-(2-chlorophenoxy)benzyl alcohol (10.5 g).

Provenance & Evidence