反応 #595321

ord-46d4d42143234c33aaa63af1caee4cdb

反応方程式

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

反応条件

温度
-10°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

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

実験手順

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).

出典

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