Isopropyl chloroformate → HCID 86587682, compound

Participants

Reaction Steps

A mixture of bromoethylamine hydrobromide (5.0 g, 24.4 mmol), isopropyl chloroformate (1.0 M in tetrahydrofuran, 16.3 ml, 16.3 mmol), and anhydrous dichloromethane (100 ml) was treated with triethylamine (4.5 ml, 33 mmol) and stirred at ambient temperature for 18 hr. The mixture was diluted with dichloromethane (200 ml), washed with 1 M hydrochloric acid, 1 M sodium hydroxide, and brine, dried over sodium sulfate and evaporated to give (2-bromo-ethyl)-carbamic acid isopropyl ester clear oil. 1H-NMR δ(CDCl3) 5.01 (1H, br s), 4.92 (m, 1 H), 3.58 (m, 2 H), 3.48 (m, 2 H), 1.25 (m, 6 H).

Provenance & Evidence