반응 #2358486

ord-111c605a61134ec3ae46115e80cc1207

반응 방정식

O=Cc1ccc(C(F)(F)F)cc1F
2-fluoro-4-(trifluoromethyl)benzaldehyde
COC(=O)CS
methyl thioglycolate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CN(C)C=O
DMF
COC(=O)c1cc2ccc(C(F)(F)F)cc2s1
methyl-6-(trifluoromethyl)benzo[b]thiophene-2-carboxylate
수율 56.4%

용매

반응 조건

온도
140°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도the reaction mixture was cooled to room temperature
  2. 2
    추출extracted with tert-butyl methyl ether 3 times
  3. 3
    세척The combined organic layer was washed with water
  4. 4
    건조The mixture was dried over magnesium sulfate
  5. 5
    농축concentrated under reduced pressure

실험 절차

A mixture of 1.11 g of 2-fluoro-4-(trifluoromethyl)benzaldehyde, 739 mg of methyl thioglycolate, 1.3 g of potassium carbonate and 20 ml of DMF was stirred at 140° C. for 2 hours, and then the reaction mixture was cooled to room temperature. To the reaction mixture was added water, and then extracted with tert-butyl methyl ether 3 times. The combined organic layer was washed with water, followed by saturated aqueous sodium chloride solution. The mixture was dried over magnesium sulfate, and then concentrated under reduced pressure to obtain 848 mg of methyl-6-(trifluoromethyl)benzo[b]thiophene-2-carboxylate (the present compound 2).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09119396B2uspto-grants-2015_09