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

HRID 597706노트

반응식

HRID 597706 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
200 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-63d37c1c4e094998a15253534f1ef93c
출처 데이터셋
uspto-grants-1977_03
특허 번호
US04015005

반응 노트

불러오는 중…