Butyl 7-(benzyloxy)-1H-indole-2-carboxylate → Butyl 7-hydroxy-1H-indole-2-carboxylate

HRID 1762946Notes

Reaction equation

HRID 1762946 reaction equation
[CH2:1]([O:5][C:6]([C:8]1[NH:9][C:10]2[C:15]([CH:16]=1)=[CH:14][CH:13]=[CH:12][C:11]=2[O:17]CC1C=CC=CC=1)=[O:7])[CH2:2][CH2:3][CH3:4]>CO>[CH2:1]([O:5][C:6]([C:8]1[NH:9][C:10]2[C:15]([CH:16]=1)=[CH:14][CH:13]=[CH:12][C:11]=2[OH:17])=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 1

HCID 13242198Butyl 7-(benzyloxy)-1H-indole-2-carboxylate

Product 1

HCID 13093609Butyl 7-hydroxy-1H-indole-2-carboxylateYield 76.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Under the conditions of Example 14(C), a solution of 5.8 g of 7-benzyloxyindole-2-carboxylic acid n-butyl ester in 200 ml of methanol is hydrogenated and worked up, thus obtaining 3.2 g of 7-hydroxyindole-2-carboxylic acid n-butyl ester, mp 150°-151° C.

Sources & evidence

ORD record
ord-a0833b45fd764463851a326b4f2aff61
Source dataset
uspto-grants-1989_05
Patent number
US04835175

Reaction notes

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