Reaction #632010

Reaction equation

N-tert-butyl-(1-methyl)cyclopropylsulfonamide

methyl benzoate

→

N-tert-butyl-(1-benzoyl)cyclopropyl-sulfonamide

Yield 66.0%

Conditions

Workup

1. 1
   OtherThis compound was obtained in 66% yield
2. 2
   OtherThe crude product was purified by column chromatography over SiO2 using 30% to 100% dichloromethane in hexane

Procedure

This compound was obtained in 66% yield using the procedure described for the synthesis of N-tert-butyl-(1-methyl)cyclopropylsulfonamide using 1.2 equivalents of methyl benzoate as the electrophile. The crude product was purified by column chromatography over SiO2 using 30% to 100% dichloromethane in hexane: 1H NMR (CDCl3) δ 1.31 (s, 9H), 1.52 (m, 2H), 1.81 (m, 2H), 4.16 (br s, 1H), 7.46 (m, 2H), 7.57 (m, 1H), 8.05 (d, J=8.5 Hz, 2H).

Source