反应 #1884963

ord-feb3d9d0a6174fd686704936a68f14cb

反应方程式

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
收率 56.4%
CC(C)(C)NS(=O)(=O)C1CC1
Cyclopropanesulfonic Acid tert-Butylamide
收率 56.4%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他The volatiles were removed in vacuo
  2. 2
    其他The residue was partitioned between EtOAC and water (200 mL, 200 mL)
  3. 3
    洗涤The separated organic phase was washed with brine
  4. 4
    干燥dried over Na2SO4
  5. 5
    过滤filtered
  6. 6
    浓缩concentrated in vacuo
  7. 7
    其他The residue was recrystallized from hexane

实验过程

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%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08343477B2uspto-grants-2013_01