1-(Bromoacetyl)-1,2,3,4-tetrahydroquinoline → 5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-2(1H)-one

HRID 597706ノート

反応式

HRID 597706 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].Br[CH2:6][C:7]([N:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12][CH2:11][CH2:10]1)=[O:8]>O>[CH2:6]1[C:17]2=[C:18]3[C:13](=[CH:14][CH:15]=[CH:16]2)[CH2:12][CH2:11][CH2:10][N:9]3[C:7]1=[O:8]

参加物

4

反応物 2

HCID 5838141-(Bromoacetyl)-1,2,3,4-tetrahydroquinolineHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 149184935,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-2(1H)-one

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
200 °C

実験手順

To a flask containing 30 g. of aluminum chloride is added 20.5 g. of 1-(bromoacetyl)-1,2,3,4-tetrahydroquinoline. After a vigorous initial reaction, the mixture is heated to 200° C. After 30 minutes, the reaction mixture is poured on cold water and the resulting oil is extracted with methylene chloride, dried, and the solvent removed under reduced pressure. The resultant oil is dissolved in ether, the solution cooled and the precipitate sublimed to yield 1,2,5,6-tetrahydro-4H-pyrrolo-(3,2,1-ij)quinolin-2-one, m.p. 90°-93° C.

後処理

  1. additionTo a flask containing 30 g
  2. customAfter a vigorous initial reaction
  3. extractionthe resulting oil is extracted with methylene chloride
  4. customdried
  5. customthe solvent removed under reduced pressure
  6. dissolutionThe resultant oil is dissolved in ether
  7. temperaturethe solution cooled

出典と根拠

ORDレコード
ord-63d37c1c4e094998a15253534f1ef93c
出典データセット
uspto-grants-1977_03
特許番号
US04015005

反応ノート

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