HCID 57971601, compound → HCID 57971620, compound

HRID 2360658Notes

Reaction equation

HRID 2360658 reaction equation
[CH3:1][O:2][C:3](=[O:25])[CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][C:15]([O:17]CC2C=CC=CC=2)=[O:16])=[CH:10][CH:9]=1>CCOC(C)=O.[Pd].[C]>[CH3:1][O:2][C:3](=[O:25])[CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][C:15]([OH:17])=[O:16])=[CH:10][CH:9]=1

Participants

4

Reactant 1

HCID 57971601HCID 57971601, compound

Product 1

HCID 57971620HCID 57971620, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

4-(4-Benzyloxycarbonylmethyl-phenoxy)-butyric acid methyl ester (1.4 g, 4.09 mmol) was dissolved in EtOAc (60 ml). Pd/carbon (100 mg) was added and the reaction stirred under a hydrogen atmosphere (balloon) for 16 h at room temperature. The reaction mixture was filtered through a pad of celite and the pad washed with EtOAc. The filtrate was evaporated to dryness to give a white solid (1.03 g, 100% yield). LCMS purity 93%, m/z 253 [M++H]+.

Workup

  1. filtrationThe reaction mixture was filtered through a pad of celite
  2. washthe pad washed with EtOAc
  3. customThe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-f50725667a4f40cc9899f6dfd6252031
Source dataset
uspto-grants-2014_04
Patent number
US08686032B2

Reaction notes

Loading…