反应 #417927

ord-cda7f11bc0f547278685aaea9a341ae8

反应方程式

C1CCCCC1.CCOC(C)=O
ethylacetate cyclohexane
CC(=O)SCc1ccccc1C(F)(F)F
thioacetic acid S-(2-trifluoromethyl-benzyl)ester
CO
methanol
COC(=O)c1ncccc1CBr
3-Bromomethyl-pyridine-2-carboxylic acid methyl ester
COC(=O)c1ncccc1CSCc1ccccc1C(F)(F)F
colorless crystals
收率 100.0%
COC(=O)c1ncccc1CSCc1ccccc1C(F)(F)F
3-(2-Trifluoromethyl-benzylsulfanylmethyl)-pyridine-2-carboxylic acid methyl ester
收率 100.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度after refluxing for 150 min the solution
  2. 2
    萃取extracted with ethylacetate
  3. 3
    干燥the organic phase dried with sodium sulfate
  4. 4
    浓缩concentrated

实验过程

To a solution of thioacetic acid S-(2-trifluoromethyl-benzyl)ester (10.2 g, 37.5 mmol) in methanol (130 ml) potassium carbonate (5.18 g, 37.5 mmol) was added at room temperature and it was stirred for 30 min. 3-Bromomethyl-pyridine-2-carboxylic acid methyl ester (4.40 g, 18.7 mmol) was added and after refluxing for 150 min the solution was diluted with water, extracted with ethylacetate, the organic phase dried with sodium sulfate and concentrated. Chromatography over silica with ethylacetate/cyclohexane gave 7.82 g colorless crystals (18.7 mmol).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08877683B2uspto-grants-2014_11