HCID 22570321, compound → Methyl 3-(5-hydoxylindolyl)-2-benzylpropanoate

HRID 1295114Notes

Reaction equation

HRID 1295114 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[NH:14][C:13]([CH2:18][CH:19]([CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:20]([O:22][CH3:23])=[O:21])=[CH:12]2)C1C=CC=CC=1>C(O)C.[Pd]>[OH:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[NH:14][C:13]([CH2:18][CH:19]([CH2:24][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)[C:20]([O:22][CH3:23])=[O:21])=[CH:12]2

Participants

4

Reactant 1

HCID 22570321HCID 22570321, compound

Product 1

HCID 69512901Methyl 3-(5-hydoxylindolyl)-2-benzylpropanoateYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of methyl 3-(5-benzyloxyindolyl)-2-benzylpropanoate (0.16, 0.39 mmol), as prepared in the preceding step, 10% palladium(0) on carbon (0.02 g) in ethanol (10 mL) was stirred at ambient temperature under hydrogen (balloon) overnight (16 h). The catalyst was removed by filtration through Celite. The filtrate was concentrated to give the title compound as a light brown oil (0.12 g, 100%) which was used directly in next reaction.

Workup

  1. customThe catalyst was removed by filtration through Celite
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-0e4d86a40cf24a069bb9d3952b34a314
Source dataset
uspto-grants-2007_07
Patent number
US07241789B2

Reaction notes

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