Réaction #1884966

ord-9a233102f0d34abbbad5f5f5cd6c21e1

Équation de réaction

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
Rendement 66.0%

Réactifs

CC(C)(C)NS(=O)(=O)C1(C)CC1
N-tert-Butyl-(1-methyl)cyclopropylsulfonamide
COC(=O)c1ccccc1
methyl benzoate

Réactifs

Aucun

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThis compound was obtained in 66% yield
  2. 2
    AutreThe compound was purified by column chromatography over SiO2 using 30% to 100% CH2Cl2 in hexane

Mode opératoire

This compound was obtained in 66% yield using the procedure described for the synthesis of N-tert-Butyl-(1-methyl)cyclopropylsulfonamide except 1.2 equivalents of methyl benzoate was used as the electrophile. The compound was purified by column chromatography over SiO2 using 30% to 100% CH2Cl2 in hexane: 1H NMR (CDCl3) δ 1.31 (s, 9H), 1.52 (m, 2H), 1.81 (m, 2H), 4.16 (bs, 1H), 7.46 (m, 2H), 7.57 (m, 1H), 8.05 (d, J=8.5 Hz, 2H).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08343477B2uspto-grants-2013_01