반응 #595321

ord-46d4d42143234c33aaa63af1caee4cdb

반응 방정식

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

반응 조건

온도
-10°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도The mixture was slowly warmed at room temperature
  2. 2
    기타The solvent was removed under reduced pressure
  3. 3
    workup.DISSOLUTIONthe resulting white solid was dissolved in CHCl3
  4. 4
    세척The organic phase was washed with water, brine
  5. 5
    건조dried (MgSO4)
  6. 6
    농축concentrated

실험 절차

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).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09095581B2uspto-grants-2015_08