反応 #1884963

ord-feb3d9d0a6174fd686704936a68f14cb

反応方程式

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

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The volatiles were removed in vacuo
  2. 2
    その他The residue was partitioned between EtOAC and water (200 mL, 200 mL)
  3. 3
    洗浄The separated organic phase was washed with brine
  4. 4
    乾燥dried over Na2SO4
  5. 5
    ろ過filtered
  6. 6
    濃縮concentrated in vacuo
  7. 7
    その他The residue was recrystallized from hexane

実験手順

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%).

出典

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