Phosphorus oxychloride → 4-Chloro-7-phenyl-5,6,7,8-tetrahydroquinolin-5-one

HRID 1700506노트

반응식

HRID 1700506 반응식
P(Cl)(Cl)([Cl:3])=O.[C:6]1([CH:12]2[CH2:21][C:20]3[NH:19][CH:18]=[CH:17][C:16](=O)[C:15]=3[C:14](=[O:23])[CH2:13]2)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>>[Cl:3][C:16]1[C:15]2[C:14](=[O:23])[CH2:13][CH:12]([C:6]3[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=3)[CH2:21][C:20]=2[N:19]=[CH:18][CH:17]=1

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 183177747-Phenyl-1,4,5,6,7,8-hexahydroquinoline-4,5-dione

생성물 1

HCID 183173374-Chloro-7-phenyl-5,6,7,8-tetrahydroquinolin-5-one수율 92.8%

반응 조건

온도
100 °C

실험 절차

Under ice-cooling, to phosphorus oxychloride (3.6 g) was added 7-phenyl-1,4,5,6,7,8-hexahydroquinoline-4,5-dione (0.35 g), and the mixture was stirred at 100° C. for 2 hours and cooled. Under reduced pressure, phosphorus oxychloride was evaporated, and to the residue was added 1N sodium hydroxide solution. The mixture was extracted with ethyl acetate, and the organic layer was washed with water and saturated brine, dried with magnesium sulfate and concentrated under reduced pressure to give colorless crystals of 4-chloro-7-phenyl-5,6,7,8-tetrahydroquinolin-5-one (0.35 g).

후처리

  1. temperaturecooled
  2. customUnder reduced pressure, phosphorus oxychloride was evaporated
  3. additionto the residue was added 1N sodium hydroxide solution
  4. extractionThe mixture was extracted with ethyl acetate
  5. washthe organic layer was washed with water and saturated brine
  6. dry with materialdried with magnesium sulfate
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-0866df954e104713b9f57ede8061e24a
출처 데이터셋
uspto-grants-2002_02
특허 번호
US06350749B1

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