HCID 20353237, compound → HCID 20353215, compound

HRID 372108Notes

Reaction equation

HRID 372108 reaction equation
[CH:1]([C:3]1[CH:4]=[CH:5][C:6]2[CH:21]3[CH2:22][C:8]4([CH2:12][N:11]([CH2:13][CH:14]5[CH2:18][CH2:17][CH2:16][CH2:15]5)[CH2:10][CH:9]4[C:19]4[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=43)[C:7]=2[CH:27]=1)=O.[H][H]>C(O)(=O)C.Cl(O)(=O)(=O)=O.[Pd].[C]>[CH3:1][C:3]1[CH:4]=[CH:5][C:6]2[CH:21]3[CH2:22][C:8]4([CH2:12][N:11]([CH2:13][CH:14]5[CH2:15][CH2:16][CH2:17][CH2:18]5)[CH2:10][CH:9]4[C:19]4[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=43)[C:7]=2[CH:27]=1

Participants

6

Reactant 2

HCID 20353237HCID 20353237, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20353215HCID 20353215, compound

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 176Acetic AcidSolventHCID 24247Perchloric AcidSolvent

Procedure

A solution of 5.0 g of 5-formyl-2-cyclopentylmethyl-2,3,8,12b-tetrahydro-1H-3a,8-methanodibenzo[3,4:6,7]cyclohepta[1,2-c]pyrrole (Example 69) in 120 ml of acetic acid and 10 ml of perchloric acid was hydrogenated in the presence of 1.5 g of 10% Pd/carbon catalyst at 25°, 50 psi hydrogen pressure, overnight. The mixture was filtered and the solvent was evaporated to leave the product, 5-methyl-2-cyclopentylmethyl-2,3,8,12b-tetrahydro-1H-3a,8-methanodibenzo[3,4:6,7]cyclohepta[1,2-c]pyrrole, as an oil.

Workup

  1. filtrationThe mixture was filtered
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-2cd79daca3e14f8d871c479267fe8827
Source dataset
uspto-grants-1978_05
Patent number
US04088772

Reaction notes

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