1-Chloroethyl chloroformate → HCID 58494064, compound

Participants

Reaction Steps

To a solution of 1-Benzhydryl-3-[2-ethyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-azetidine (D130) (3.4 g, 7.489 mmol) in 80 mL of 1,2-dicholoroethane was added proton sponges (200 mg, 0.933 mmol) and 1-chloroethyl chloroformate. The reaction mixture was refluxed for 10 hr, and then filtered. The filtrate was concentrated under reduced pressure to give the crude product, which was purified by Mass Directed AutoPrep to afford 3-[2-ethyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-azetidine (D131) (305 mg). δH (DMSO-d6, 400 MHz): 0.98 (3H, t), 1.25 (12H, s), 2.72 (2H, q), 4.10 (2H, m), 4.24 (2H, m), 4.33 (1H, m), 7.23 (1H, m), 7.55 (2H, m), 9.0 (1H, br, s).

Provenance & Evidence