反应 #964545

ord-fb2a5368ff824a90b196b2e33722bc00

反应方程式

CC(=O)c1nccs1
1-(1,3-thiazol-2-yl)ethanone
Cc1ccc(S(=O)(=O)O)cc1
p-TsOH
CO
methanol
COC(C)(OC)c1nccs1
2-(1,1-dimethoxyethyl)-1,3-thiazole
收率 75.6%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度was refluxed for 18 h
  2. 2
    浓缩After concentration
  3. 3
    其他the residue was partitioned between sat. NaHCO3 and ether
  4. 4
    洗涤The organic layers were washed with brine
  5. 5
    干燥dried over Na2SO4
  6. 6
    浓缩concentrated

实验过程

A mixture of 1-(1,3-thiazol-2-yl)ethanone (35 g, 0.28 mol), anhydrous p-TsOH (50 g, 0.29 mol) and trimethyl ortheformate (175 ml) in methanol (500 ml) was refluxed for 18 h. After concentration, the residue was partitioned between sat. NaHCO3 and ether. The organic layers were washed with brine, dried over Na2SO4 and concentrated to give 36 g (75.6%) of 2-(1,1-dimethoxyethyl)-1,3-thiazole as an oil.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08987310B2uspto-grants-2015_03