Methanesulfonyl chloride → 3-(4-tert-Butylphenyl)-3-chloro-1-(diphenylmethyl)azetidine

Participants

Reaction Steps

To a stirred solution of compound (9) (6.23 g) and N,Ndiisopropylethylamine (3.5 mL) in dichloromethane (100 mL) at 0° C. was added, dropwise, methanesulfonyl chloride (1.4 mL). The mixture was stired at 0° C. for 18 hrs, then washed (water, brine), dried (Na2SO4) and concentrated in vacuo. The crude product was recrystallised from hexane to give 3-(4-tert-butylphenyl)-3-chloro-1-(diphenylmethyl)azetidine (10) (4.73 g) m.p. 145° C. (hexane). Found: C, 80.30; H, 7.05; N, 3.64. C26H28CIN requires C, 80.08; H. 7.24; N, 3.59%.

Provenance & Evidence