1-Chloroethyl chloroformate → HCID 19776678, compound

Participants

Reaction Steps

1-Chloroethyl chloroformate (2.98 ml, 27.7 mmol) was added in a steady stream to a stirred solution of the N-benzyl-2-(4-tert-butylphenylmethyl)morpholine (8.94 g, 27.7 mmol) obtained in (ii) in 1,2-dichloroethane (100 ml) at 0° C. The reaction was stirred for 20 minutes and then heated under reflux for 135 minutes before cooling and evaporation in vacuo. Methanol (100 ml) was then added and the reaction heated under reflux for 1 hour before cooling, evaporation in vacuo and dissolution in chloroform (about 200 ml). This solution was washed with saturated aqueous sodium hydrogen carbonate (20 ml), dried with sodium sulphate and evaporated in vacuo. The resulting gummy solid was recrystallised from chloroform/diethyl ether to afford the desired product as a white solid, 1.5 g, M.pt. 190°-193° C., M+ --HCl found: 233.

Provenance & Evidence