1-Chloroethyl chloroformate → Carbamate

Participants

Reaction Steps

Reference Example 5 (2.6 g, 5.57 mmol ) in dichloromethane (40 ml) was cooled, under an atmosphere of nitrogen, in an ice-water bath then 1-chloroethyl chloroformate (0.80 g, 5.59 mmol ) added dropwise via syringe. The resulting solution was stirred at ice temperature for 1 hour before isolating the intermediate product (carbamate) by flash chromatograhy (Merck 9385 silica, EtOAc/isohexane (1:1) eluant). The resulting gum was taken up in MeOH (40 ml) and refluxed for 1 hour. Evaporation of the solvent after this time gave the title product (1.46 g, 64%) as a crystalline solid.

Provenance & Evidence