反应 #1792

ord-a131d665a87f4613af62e1177a8607d3

反应方程式

O=C1C=COC(=S(=O)=O)C1
sulfonylpyran-4-one
[BH4-].[Na+]
NaBH4
O=S(=O)=c1cc(O)cco1
sulfonylpyran-4-ol

试剂

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他The solvent was removed under reduced pressure
  2. 2
    其他the crude oil was chromatographed on a silica gel column
  3. 3
    洗涤hexanes and eluted with same
  4. 4
    其他the solvent was removed under reduced pressure

实验过程

A stirred solution of sulfonylpyran-4-one (1.2 g, 8.1 mmol) in MeOH (20 mL) was cooled to 0° C. under Argon and treated with NaBH4 (331 mg, 9.0 mmol). The reaction was stirred over 16 h and allowed to warm to ambient temperature. The solvent was removed under reduced pressure and the crude oil was chromatographed on a silica gel column packed in 50:50 EtOAc:hexanes and eluted with same. The appropriate fractions were combined and the solvent was removed under reduced pressure to give the sulfonylpyran-4-ol.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US05726172uspto-grants-1998_03