4-(Benzyloxy)phenyl benzoate → p-Hydroxyphenyl benzoate

HRID 363089Notes

Reaction equation

HRID 363089 reaction equation
[C:1]([O:9][C:10]1[CH:15]=[CH:14][C:13]([O:16]CC2C=CC=CC=2)=[CH:12][CH:11]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>[C].[Pd].C(O)C>[C:1]([O:9][C:10]1[CH:11]=[CH:12][C:13]([OH:16])=[CH:14][CH:15]=1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 2412554-(Benzyloxy)phenyl benzoateHCID 178418361HCID 178418361, compound2×

Product 1

HCID 75549p-Hydroxyphenyl benzoateYield 94%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A reaction vessel was charged with 38 g of 4-benzyloxyphenyl benzoate and 500 ml of ethanol, and the air in the vessel was replaced with nitrogen. Then, 1.0 g of 10% palladium carbon was added thereto, and the nitrogen in the vessel was replaced with hydrogen, followed by vigorous stirring at room temperature for 24 hours. The hydrogen in the vessel was replaced with nitrogen, after which the reaction mixture was filtered though celite, and the filtrate was concentrated, which afforded 24.5 g of 4-hydroxyphenyl benzoate (94% yield).

Workup

  1. filtrationafter which the reaction mixture was filtered though celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-a929d519d72544c49f384c6363083c0c
Source dataset
uspto-grants-1999_02
Patent number
US05872137

Reaction notes

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