Dimethylformamide → 2-Chloro-4-(trifluoromethyl)quinoline

HRID 513732노트

반응식

HRID 513732 반응식
CN(C=O)C.[F:6][C:7]([F:20])([F:19])[C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[NH:11][C:10](=O)[CH:9]=1.O=P(Cl)(Cl)[Cl:23]>>[Cl:23][C:10]1[CH:9]=[C:8]([C:7]([F:20])([F:19])[F:6])[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=1

참가 물질

4

반응물 3

HCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 27593472-Hydroxy-4-(trifluoromethyl)quinoline

생성물 1

HCID 27829122-Chloro-4-(trifluoromethyl)quinoline수율 29%

반응 조건

온도
90 °C

실험 절차

DMF (cat.) was added to a solution of 4-trifluoromethyl-1H-quinolin-2-one 465 (160 mg, 0.75 mmol) in POCl3 (2 ml) and the mixture was heated at 90° C. for 1 h. After cooling, the mixture was concentrated in vacuo and the residue was poured into an ice cold solution of NaHCO3 solution. The aqueous phase was extracted with EtOAc. The organic phase was dried (Na2SO4) and concentrated in vacuo to give the title compound (50 mg, 29%) which was used in the next step without further purification.

후처리

  1. temperatureAfter cooling
  2. concentrationthe mixture was concentrated in vacuo
  3. additionthe residue was poured into an ice cold solution of NaHCO3 solution
  4. extractionThe aqueous phase was extracted with EtOAc
  5. dry with materialThe organic phase was dried (Na2SO4)
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-79f1f1d9d02242dda64edece07364eac
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09102688B2

반응 노트

불러오는 중…