Reaktion #56190

ord-f99cbcaf3e3643e5a0d7786a7ef24c29

Reaktionsgleichung

O=C(O)CCC(=O)c1ccccc1
3-benzoylpropionic acid
c1ccc(N2c3ccccc3[C@@H]3CNCC[C@H]32)cc1
trans-5-phenyl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indole
O=C(CCC(=O)N1CC[C@@H]2[C@@H](C1)c1ccccc1N2c1ccccc1)c1ccccc1
trans-2-[(3-benzoyl)propionyl]-5-phenyl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indole

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturAfter cooling again to 0° C. the reaction mixture
  2. 2
    Filtrationwas filtered
  3. 3
    Waschenwashed with dichloromethane
  4. 4
    Sonstigethe filtrates evaporated

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04224329uspto-grants-1980_09