Ethyl 6-benzyloxy-1-methyl-4-trifluoromethyl-2-indolecarboxylate → Ethyl 6-hydroxy-1-methyl-4-trifluoromethyl-2-indolecarboxylate

HRID 565033Notes

Reaction equation

HRID 565033 reaction equation
C([O:8][C:9]1[CH:17]=[C:16]2[C:12]([CH:13]=[C:14]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[N:15]2[CH3:18])=[C:11]([C:24]([F:27])([F:26])[F:25])[CH:10]=1)C1C=CC=CC=1>[Pd].O1CCCC1>[OH:8][C:9]1[CH:17]=[C:16]2[C:12]([CH:13]=[C:14]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[N:15]2[CH3:18])=[C:11]([C:24]([F:27])([F:25])[F:26])[CH:10]=1

Participants

4

Reactant 1

HCID 21194669Ethyl 6-benzyloxy-1-methyl-4-trifluoromethyl-2-indolecarboxylate

Product 1

HCID 22720038Ethyl 6-hydroxy-1-methyl-4-trifluoromethyl-2-indolecarboxylate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

The reaction was carried out in a manner similar to Reference Example 15 a) except for using 2.23 g (5.91 mmol) of ethyl 6-benzyloxy-1-methyl-4-trifluoromethyl-2-indolecarboxylate, 0.3 g of 10% palladium/carbon and 50 ml of tetrahydrofuran. Ethyl 6-hydroxy-1-methyl-4-trifluoromethyl-2-indolecarboxylate was thus obtained in an amount of 1.70 g.

Sources & evidence

ORD record
ord-98f31b7d45cd4966b5d1fcc0b8ee07ca
Source dataset
uspto-grants-2001_01
Patent number
US06169107A

Reaction notes

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