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

HRID 1700506ノート

反応式

HRID 1700506 の反応式
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

参加物

3

反応物 2

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

生成物 1

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

反応条件

温度
100 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-0866df954e104713b9f57ede8061e24a
出典データセット
uspto-grants-2002_02
特許番号
US06350749B1

反応ノート

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