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Ethanol → 2-Oxo-1-(3-trifluoromethyl-phenyl)-pyrrolidine-3-carboxylic acid ethyl ester

HRID 889032
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HRID 889032 반응식
[O:1]=[C:2]1[CH:6]([C:7]([OH:9])=[O:8])[CH2:5][CH2:4][N:3]1[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=1.S(Cl)(Cl)=O.[CH2:24](O)[CH3:25]>>[CH2:24]([O:8][C:7]([CH:6]1[CH2:5][CH2:4][N:3]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:17])([F:19])[F:18])[CH:11]=2)[C:2]1=[O:1])=[O:9])[CH3:25]
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참가 물질

4

반응물 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 155160613-Carboxy-1-(3-trifluoromethylphenyl)-2-pyrrolidinone

생성물 1

HCID 574296622-Oxo-1-(3-trifluoromethyl-phenyl)-pyrrolidine-3-carboxylic acid ethyl ester수율 65%

반응 조건

온도
57.5 °C

실험 절차

A mixture of 2-oxo-1-(3-trifluoromethyl-phenyl)-pyrrolidine-3-carboxylic acid obtained in step 1 (0.7 g, 2.56 mmol), thionyl chloride (0.36 g, 3.0 mmol), and ethanol (10 ml) were heated at 55-60° C. for 2 hours. The mixture was cooled and solvent was removed. The residue was dissolved in ethyl acetate (20 ml). The organic layer was washed with sat. NaHCO3 and saturated brine solution, dried over Na2SO4 and evaporated to obtain 2-oxo-1-(3-trifluoromethyl-phenyl)-pyrrolidine-3-carboxylic acid ethyl ester as a yellow oil (0.5 g, 65%).

후처리

  1. temperatureThe mixture was cooled
  2. customsolvent was removed
  3. dissolutionThe residue was dissolved in ethyl acetate (20 ml)
  4. washThe organic layer was washed with sat. NaHCO3 and saturated brine solution
  5. dry with materialdried over Na2SO4
  6. customevaporated

출처 및 근거

ORD 기록
ord-a4d62c33da8d4e57b8c903206c3c64df
출처 데이터셋
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08252797B2

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