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3-(Trifluoromethyl)aniline → 3-Carboxy-1-(3-trifluoromethylphenyl)-2-pyrrolidinone

HRID 889031
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반응식

HRID 889031 반응식
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[C:5]([NH2:9])[CH:6]=[CH:7][CH:8]=1.CC1(C)[O:20][C:19](=O)[C:16]2([CH2:18][CH2:17]2)[C:15](=[O:22])[O:14]1>ClCCl>[O:20]=[C:19]1[CH:16]([C:15]([OH:22])=[O:14])[CH2:17][CH2:18][N:9]1[C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:10])([F:11])[F:1])[CH:4]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 73753-(Trifluoromethyl)anilineHCID 797206,6-Dimethyl-5,7-dioxaspiro(2.5)octane-4,8-dione

생성물 1

HCID 155160613-Carboxy-1-(3-trifluoromethylphenyl)-2-pyrrolidinone수율 69.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
22.5 °C

실험 절차

A mixture of 3-trifluoromethyl-phenylamine (2.8 g, 17.5 mmol) and 6,6-dimethyl-5,7-dioxa-spiro[2.5]octane-4,8-dione (1.0 g, 5.8 mmol) was stirred at 20-25° C. for 18 hrs. The reaction mixture was diluted with dichloromethane and washed with 10% NaOH solution (3×10 ml). The aqueous layer was cooled and acidified with dil HCl. The aqueous layer was extracted with dichloromethane, washed with saturated brine solution. The organic layer was dried over Na2SO4 and evaporated to obtain 2-oxo-1-(3-trifluoromethyl-phenyl)-pyrrolidine-3-carboxylic acid (1.1 g, 69%) as an off white solid.

후처리

  1. washwashed with 10% NaOH solution (3×10 ml)
  2. temperatureThe aqueous layer was cooled
  3. extractionThe aqueous layer was extracted with dichloromethane
  4. washwashed with saturated brine solution
  5. dry with materialThe organic layer was dried over Na2SO4
  6. customevaporated

출처 및 근거

ORD 기록
ord-0a96394d33484adab5373ccf931222b3
출처 데이터셋
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08252797B2

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