3-Benzoylpropionic acid → trans-2-[(3-benzoyl)propionyl]-5-phenyl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indole

HRID 27912

반응식

HRID 27912 반응식
[C:1]([CH2:9][CH2:10][C:11]([OH:13])=O)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:14]1([N:20]2[C:28]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[C@@H:22]3[CH2:29][NH:30][CH2:31][CH2:32][C@@H:21]23)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>ClCCl>[C:1]([CH2:9][CH2:10][C:11]([N:30]1[CH2:31][CH2:32][C@H:21]2[N:20]([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:28]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[C@@H:22]2[CH2:29]1)=[O:13])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 728713-Benzoylpropionic acidHCID 22809263trans-5-phenyl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indole

생성물 1

HCID 22812365trans-2-[(3-benzoyl)propionyl]-5-phenyl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indole

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To the suspension arising from the admixture of 865 mg. (4.20 mmole) of dicyclohexylcarboiimide and 748 mg. (4.20 mmole) of 3-benzoylpropionic acid in 30 ml. of dichloromethane at 0° C. was added 1.0 g. (4.0 mmole) of dl-trans-5-phenyl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indole in 10 ml. of the same solvent. The resulting mixture was stirred and allowed to warm to room temperature over 2 hours. After cooling again to 0° C. the reaction mixture was filtered, washed with dichloromethane and the filtrates evaporated to obtain a residue of dl-trans-2-[(3-benzoyl)propionyl]-5-phenyl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indole which was used without purification in the next step.

후처리

  1. temperatureAfter cooling again to 0° C. the reaction mixture
  2. filtrationwas filtered
  3. washwashed with dichloromethane
  4. customthe filtrates evaporated

출처 및 근거

ORD 기록
ord-f99cbcaf3e3643e5a0d7786a7ef24c29
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04224329

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