Sodium borohydride → HCID 178500963, compound

Participants

Reaction Conditions

Reaction Steps

Sodium borohydride (4.28 g, 0.11 mol) was added portionwise to a stirred solution of benzyl methyl 3-methoxycarbonylcyclobutylidenemalonate (30 g, 0.09 mol) in dry tetrahydrofuran (200 ml) cooled to 0° C. The cooling bath was then removed and after 20 minutes water (300 ml) was added. The mixture was extracted with diethyl ether (3×200 ml) and the combined extracts washed with brine solution. The organic phase was dried, filtered and evaporated to a colourless oil (27.0 g). Chromatography on flash silica eluting with hexane-ether (9:1 then 8:2 then 7:3) gave the title compound as a colourless oil).

Provenance & Evidence