HCID 86755476, compound → HCID 86755477, compound

HRID 1421898Notes

Reaction equation

HRID 1421898 reaction equation
C([N:8]1[C@@H:16]2[C@@H:11]([CH2:12][C:13]3[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=3[CH2:15]2)[CH2:10][CH2:9]1)C1C=CC=CC=1>CO.[OH-].[Pd+2].[OH-]>[NH:8]1[C@@H:16]2[C@@H:11]([CH2:12][C:13]3[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=3[CH2:15]2)[CH2:10][CH2:9]1

Participants

4

Reactant 1

HCID 86755476HCID 86755476, compound

Product 1

HCID 86755477HCID 86755477, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A mixture of cis-1-benzyl-2,3,3a,4,9,9a-hexahydro-1H-benz[f]indole (1.20 g, 4.6 mmol) and palladium hydroxide (0.91 g, 8.6 mmol) in degassed methanol (90 ml) was hydrogenated at 50° C. and 50 psi pressure for 5 h. The resultant mixture was cooled and filtered through kieselguhr. The filtrate was evaporated in vacuo to give the title compound as a colourless oil (0.55 g, 70%).

Workup

  1. customwas hydrogenated at 50° C.
  2. filtrationfiltered through kieselguhr
  3. customThe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-a64e1601ec9841e7bf327720729516ce
Source dataset
uspto-grants-2000_06
Patent number
US06080752

Reaction notes

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