Formic Acid → HCID 86744910, compound

Participants

Reaction Steps

Diethyl azodicarboxylate (1.78 g) was added dropwise to a stirred solution of N-(cis-3-hydroxycyclopentyl)carbamic acid, (phenylmethyl) ester (1.19 g), triphenylphosphine (2.68 g) and formic acid (0.47 g) in THF (65 ml) under nitrogen at room temperature. The resulting solution was stirred for 2 h, and concentrated to give a residue which was stirred in ether (20 ml) at ca -10° under nitrogen for 1 h. The mixture was diluted with cyclohexane (20 ml), and the solid was filtered off and washed with ether:cyclohexane (1:1; 3×ca. 20 ml). The combined filtrate and washings were concentrated, and the resultant residue was purified by FCC eluting with ethyl acetate:cyclohexane (2:3) to give the title compound (1.18 g), m.p. 45°-48°.

Provenance & Evidence