3-[4-(3-Benzyloxyphenyl)-2-oxo-pyrrolidin-1-yl]benzamide → 3-[4-(3-Hydroxyphenyl)-2-oxo-pyrrolidin-1-yl]benzamide

HRID 1819350Notes

Reaction equation

HRID 1819350 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([CH:15]2[CH2:19][N:18]([C:20]3[CH:21]=[C:22]([CH:26]=[CH:27][CH:28]=3)[C:23]([NH2:25])=[O:24])[C:17](=[O:29])[CH2:16]2)[CH:12]=[CH:13][CH:14]=1)C1C=CC=CC=1>CCO.[Pd]>[OH:8][C:9]1[CH:10]=[C:11]([CH:15]2[CH2:19][N:18]([C:20]3[CH:21]=[C:22]([CH:26]=[CH:27][CH:28]=3)[C:23]([NH2:25])=[O:24])[C:17](=[O:29])[CH2:16]2)[CH:12]=[CH:13][CH:14]=1

Participants

4

Reactant 1

HCID 575671163-[4-(3-Benzyloxyphenyl)-2-oxo-pyrrolidin-1-yl]benzamide

Product 1

HCID 688283783-[4-(3-Hydroxyphenyl)-2-oxo-pyrrolidin-1-yl]benzamideYield 86.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 3-[4-(3-benzyloxyphenyl)-2-oxo-pyrrolidin-1-yl]benzamide (1.2 g) in 50 mL EtOH was added 10% Pd/C (100 mg). The resulting mixture was stirred under H2 for 4 h, filtered, and concentrated under reduced pressure to give 0.8 g of crude product.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-7a2c476fc17f405c9801b9804814ed16
Source dataset
uspto-grants-2009_10
Patent number
US07601742B2

Reaction notes

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