반응 #1884963

ord-feb3d9d0a6174fd686704936a68f14cb

반응 방정식

CC(C)(C)NS(=O)(=O)CCCCl
N-tert-butyl-(3-chloro)propylsulfonamide
[Li][CH2]CCC
n-BuLi
CC(C)(C)NS(=O)(=O)C1CC1
desired product
수율 56.4%
CC(C)(C)NS(=O)(=O)C1CC1
Cyclopropanesulfonic Acid tert-Butylamide
수율 56.4%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The volatiles were removed in vacuo
  2. 2
    기타The residue was partitioned between EtOAC and water (200 mL, 200 mL)
  3. 3
    세척The separated organic phase was washed with brine
  4. 4
    건조dried over Na2SO4
  5. 5
    여과filtered
  6. 6
    농축concentrated in vacuo
  7. 7
    기타The residue was recrystallized from hexane

실험 절차

To a solution of N-tert-butyl-(3-chloro)propylsulfonamide (2.14 g, 10.0 mmol) in THF (100 mL) was added n-BuLi (2.5 M in hexane, 8.0 mL, 20.0 mmol) at −78° C. The reaction mixture was allowed to warm up to room temperature over period of 1 h. The volatiles were removed in vacuo. The residue was partitioned between EtOAC and water (200 mL, 200 mL). The separated organic phase was washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The residue was recrystallized from hexane to yield the desired product as a white solid (1.0 g, 56%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08343477B2uspto-grants-2013_01