تفاعل #417927

ord-cda7f11bc0f547278685aaea9a341ae8

معادلة التفاعل

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

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةafter refluxing for 150 min the solution
  2. 2
    استخلاصextracted with ethylacetate
  3. 3
    تجفيفthe organic phase dried with sodium sulfate
  4. 4
    تركيزconcentrated

الإجراء التجريبي

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).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08877683B2uspto-grants-2014_11