반응 #417927

ord-cda7f11bc0f547278685aaea9a341ae8

반응 방정식

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
수율 100.0%
COC(=O)c1ncccc1CSCc1ccccc1C(F)(F)F
3-(2-Trifluoromethyl-benzylsulfanylmethyl)-pyridine-2-carboxylic acid methyl ester
수율 100.0%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도after refluxing for 150 min the solution
  2. 2
    추출extracted with ethylacetate
  3. 3
    건조the organic phase dried with sodium sulfate
  4. 4
    농축concentrated

실험 절차

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).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08877683B2uspto-grants-2014_11