HCID 86755332, compound → HCID 86755331, compound

HRID 1004617Notes

Reaction equation

HRID 1004617 reaction equation
C([N:8]1[C@@H:16]2[C@@H:11]([CH2:12][C:13]3[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[C:14]=3[CH2:15]2)[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H]>CO.[Pd]>[CH3:22][O:21][C:17]1[C:14]2[CH2:15][C@H:16]3[C@H:11]([CH2:10][CH2:9][NH:8]3)[CH2:12][C:13]=2[CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 2

HCID 86755332HCID 86755332, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86755331HCID 86755331, compoundYield 101.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1.7 g (5.8 mmol) of cis-(±)-1-benzyl-8-methoxy-2,3,3a,4,9,9a-hexahydro-1H-benz[f]indole (9b) are dissolved in 35 mL of methanol and hydrogenated at 20° C. and 5 bars of hydrogen pressure on 0.2 g of Pd/C (10%). After 5 h the mixture is filtered over silica gel and the solvent is eliminated in vacuo. 1.2 g (100%) 10b are obtained as an oil.

Workup

  1. filtrationAfter 5 h the mixture is filtered over silica gel

Sources & evidence

ORD record
ord-594588357e74473ba5c764779f793633
Source dataset
uspto-grants-2000_04
Patent number
US06051583

Reaction notes

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