반응 #4384

ord-cd3f0cac90124ff0adb84e6417ad574b

반응 방정식

Cc1ccc(S(=O)(=O)Cl)cc1
Tosyl chloride
C#CCC(O)C(C)=O
3-hydroxy-5-hexyn-2-one
CCN(CC)CC
triethylamine
C#CCC(OS(=O)(=O)c1ccc(C)cc1)C(C)=O
3-tosyloxy-5-hexyn-2-one
수율 55.3%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도cooling
  2. 2
    세척the mixture was washed with water
  3. 3
    건조dried over magnesium sulfate
  4. 4
    기타evaporated in vacuo
  5. 5
    기타The oily residue was purified by column chromatography on silica gel (60 g)

실험 절차

Tosyl chloride (3.81 g) was added to a solution of 3-hydroxy-5-hexyn-2-one (2.24 g) and triethylamine (2.424 g) in methylene chloride (20 ml) under ice-cooling. After being stirred for 2.5 hours, the mixture was washed with water, dried over magnesium sulfate and evaporated in vacuo. The oily residue was purified by column chromatography on silica gel (60 g) using methylene chloride as an eluent to give an oil of 3-tosyloxy-5-hexyn-2-one (2.94 g).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US04725601uspto-grants-1988_02