Reacción #632010

ord-63b0dba5dda540d7aa9ee481fbc6ffe0

Ecuación de reacción

CC(C)(C)NS(=O)(=O)C1(C)CC1
N-tert-butyl-(1-methyl)cyclopropylsulfonamide
COC(=O)c1ccccc1
methyl benzoate
CC(C)(C)NS(=O)(=O)C1(C(=O)c2ccccc2)CC1
N-tert-butyl-(1-benzoyl)cyclopropyl-sulfonamide
Rendimiento 66.0%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

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

Procedimiento

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).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07935670B2uspto-grants-2011_05