HCID 13023227, compound → HCID 20534426, compound

HRID 1156984Notes

Reaction equation

HRID 1156984 reaction equation
[C:1]1([C:7]23[CH2:15][CH2:14][CH2:13][CH:12]2[CH2:11][N:10](CC2C=CC=CC=2)[CH2:9][CH2:8]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>[Pd].C(O)C>[C:1]1([C:7]23[CH2:15][CH2:14][CH2:13][CH:12]2[CH2:11][NH:10][CH2:9][CH2:8]3)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 13023227HCID 13023227, compound

Product 1

HCID 20534426HCID 20534426, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

A solution of 21 g. of 4a-phenyl-2-benzyl-2,3,4,4a,5,6,7,7a-octahydro-1H-2-pyrindine in 172 ml. of ethanol was stirred while 7 g. of 5 percent palladium suspended on carbon was added in one portion. The reaction mixture was stirred under a hydrogen gas atmosphere at 60 psi and heated at 60° C. for three hours. The reaction mixture was cooled to room temperature, filtered, and the solvent was removed by evaporation under reduced pressure to provide 13.3 g. of the product as an oil. The oil was distilled to afford 4a-phenyl-2,3,4,4a,5,6,7,7a-octahydro-1H-2-pyrindine.

Workup

  1. additionwas added in one portion
  2. temperatureThe reaction mixture was cooled to room temperature
  3. filtrationfiltered
  4. customthe solvent was removed by evaporation under reduced pressure
  5. customto provide 13.3 g
  6. distillationThe oil was distilled

Sources & evidence

ORD record
ord-f37819fb9aaf45a1856595307f3c2d6a
Source dataset
uspto-grants-1982_06
Patent number
US04337341

Reaction notes

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