Ethyl 7-benzyloxy-1-methyl-4-trifluoromethyl-2-indolecarboxylate → Ethyl 7-hydroxy-1-methyl-4-trifluoromethyl-2-indolecarboxylate

HRID 565005Notes

Reaction equation

HRID 565005 reaction equation
C([O:8][C:9]1[CH:10]=[CH:11][C:12]([C:24]([F:27])([F:26])[F:25])=[C:13]2[C:17]=1[N:16]([CH3:18])[C:15]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:14]2)C1C=CC=CC=1>[Pd].C(O)C>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([C:24]([F:27])([F:25])[F:26])=[C:13]2[C:17]=1[N:16]([CH3:18])[C:15]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:14]2

Participants

4

Reactant 1

HCID 21194661Ethyl 7-benzyloxy-1-methyl-4-trifluoromethyl-2-indolecarboxylate

Product 1

HCID 21194312Ethyl 7-hydroxy-1-methyl-4-trifluoromethyl-2-indolecarboxylate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The reaction was carried out in a manner similar to Reference Example 18 b) except for using 6.50 g (17.2 mmol) of ethyl 7-benzyloxy-1-methyl-4-trifluoromethyl-2-indolecarboxylate, 1.0 g of 10% palladium/carbon and 150 ml of ethanol. Ethyl 7-hydroxy-1-methyl-4-trifluoromethyl-2-indolecarboxylate was thus obtained in the yield of 4.95 g (97.0%).

Sources & evidence

ORD record
ord-145120a61be14fceb90e0390f0c8b575
Source dataset
uspto-grants-2001_01
Patent number
US06169107A

Reaction notes

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