반응 #417928

ord-a04857228ba94c70b4842eaa912328b1

반응 방정식

COC(=O)c1ncccc1CS(=O)(=O)Cc1ccccc1C(F)(F)F
3-(2-Trifluoromethyl-phenylmethanesulfonylmethyl)-pyridine-2-carboxylic acid methyl ester
C1CCOC1
tetrahydrofurane
Cl
HCl
O=S1(=O)Cc2cccnc2C(O)=C1c1ccccc1C(F)(F)F
colourless crystals
수율 37.3%
O=S1(=O)Cc2cccnc2C(O)=C1c1ccccc1C(F)(F)F
6,6-Dioxo-7-(2-trifluoromethyl-phenyl)-5,6-dihydro-thiopyrano[4,3-b]pyridin-8-ol
수율 37.3%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.ADDITIONdiluted with methylenehloride
  2. 2
    추출extracted
  3. 3
    건조The organic phase was dried with sodiumsulfate
  4. 4
    농축concentrated

실험 절차

To a solution of 3-(2-Trifluoromethyl-phenylmethanesulfonylmethyl)-pyridine-2-carboxylic acid methyl ester (7.58 g, 19.6 mmol) in tetrahydrofurane (160 ml) potassium tert-butoxide (2.20 g, 19.57 mmol) was added at room temperature and stirring was continued for 3.5 h. 1M HCl was added, diluted with methylenehloride and extracted. The organic phase was dried with sodiumsulfate and concentrated. Chromatography over silica with ethylacetate/cyclohexane gave 2.50 g colourless crystals (7.32 mmol).

출처

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