反应 #595321

ord-46d4d42143234c33aaa63af1caee4cdb

反应方程式

O=S(=O)(Cl)C1CC1
Cyclopropanesulfonyl chloride
CCCCO
BuOH
c1ccncc1
pyridine
CCCCOS(=O)(=O)C1CC1
oil
收率 71.0%
CCCCOS(=O)(=O)C1CC1
Butyl cyclopropanesulfonate
收率 71.0%

反应条件

温度
-10°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度The mixture was slowly warmed at room temperature
  2. 2
    其他The solvent was removed under reduced pressure
  3. 3
    workup.DISSOLUTIONthe resulting white solid was dissolved in CHCl3
  4. 4
    洗涤The organic phase was washed with water, brine
  5. 5
    干燥dried (MgSO4)
  6. 6
    浓缩concentrated

实验过程

Cyclopropanesulfonyl chloride (5 g, 35 mmol, 1 eq) was dissolved in an excess BuOH (20 ml), the reaction mixture was cooled at −10° C. and pyridine (5.8 mL, 70 mmol, 2 eq) was slowly added dropwise. The mixture was slowly warmed at room temperature and stirred overnight. The solvent was removed under reduced pressure and the resulting white solid was dissolved in CHCl3. The organic phase was washed with water, brine and dried (MgSO4) and concentrated to give an oil (4.8 g, 24.9 mmol, 71%). 1H NMR (300 MHz, CDCl3): δ 4.25 (t, 2H), 2.46 (m, 1H), 1.74 (m, 2H), 1.45 (m, 2H), 1.25 (dd, 2H), 1.09 (dd, 2H), 0.93 (t, 3H).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US09095581B2uspto-grants-2015_08