HCID 23335505, compound → HCID 23335514, compound

HRID 903926Notes

Reaction equation

HRID 903926 reaction equation
C([O:8][C:9]1[CH:17]=[C:16]([CH3:18])[CH:15]=[C:14]2[C:10]=1[CH:11]=[C:12]([C:19]([N:21]([CH3:23])[CH3:22])=[O:20])[NH:13]2)C1C=CC=CC=1>CO.COCCOC.[Pd]>[OH:8][C:9]1[CH:17]=[C:16]([CH3:18])[CH:15]=[C:14]2[C:10]=1[CH:11]=[C:12]([C:19]([N:21]([CH3:22])[CH3:23])=[O:20])[NH:13]2

Participants

5

Reactant 1

HCID 23335505HCID 23335505, compound

Product 1

HCID 23335514HCID 23335514, compoundYield 98%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 80711,2-DimethoxyethaneSolvent

Procedure

10.7 g of the thus prepared 4-benzyloxy-2-dimethylaminocarbonyl-6-methyl indole are suspended in a mixture of 100 ml methanol and 100 ml ethylene glycol dimethyl ether and hydrogenated after the addition of 1.0 g 10% Pd/C. The catalyst is aspirated and the filtrate is evaporated. There is obtained 7.6 g (~98% of theory) 4-hydroxy-2-dimethylaminocarbonyl-6-methylindole as a brownish solid body, which is further processed without purification.

Workup

  1. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-ed6dfdff2bc641fbaded1eee20476a1d
Source dataset
uspto-grants-1980_10
Patent number
US04229464

Reaction notes

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