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

HRID 1414044

반응식

HRID 1414044 반응식
C1(N=C=NC2CCCCC2)CCCCC1.[C:16]([CH2:24][CH2:25][C:26]([OH:28])=O)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[C:29]1([N:35]2[C:43]3[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=3[C@@H:37]3[CH2:44][NH:45][CH2:46][CH2:47][C@@H:36]23)[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>ClCCl>[C:16]([CH2:24][CH2:25][C:26]([N:45]1[CH2:46][CH2:47][C@H:36]2[N:35]([C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)[C:43]3[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=3[C@@H:37]2[CH2:44]1)=[O:28])(=[O:23])[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

참가 물질

5

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 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 dicyclohexylcarbodiimide 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-ed99abc0228849c5867fe736fae2c35a
출처 데이터셋
uspto-grants-1981_02
특허 번호
US04252812

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