Ethanol → HCID 53667775, compound

Participants

Reaction Steps

To 30 ml. of ethanol cooled in an ice bath is added 380 mg. of sodium hydride (60% dispersion in oil), and 0.67 ml. of thiolacetic acid. After stirring for 30 minutes, 2.55 g. of 1-[3-bromo-3-(2-naphthoyl)propionyl]-L-proline is added and the mixture is stirred for 18 hours. The solvent is removed under vacuum. The residue is chromatographed on a silica gel column with ethyl acetate-hexane-acetic acid (7.5:2.5:0.2) as solvent to give 1.2 g. of the product of the example, as a white glass, [α]D -36(c, 0.96 ethanol).

Provenance & Evidence