Benzyl 4-methoxycarbonylmethyloxyphenylacetate → 4-(2-Methoxy-2-oxoethoxy)-benzeneacetic acid

HRID 1940525Notes

Reaction equation

HRID 1940525 reaction equation
[CH3:1][O:2][C:3]([CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:14]([O:16]CC2C=CC=CC=2)=[O:15])=[CH:9][CH:8]=1)=[O:4]>CO.[OH-].[OH-].[Pd+2]>[CH3:1][O:2][C:3]([CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:14]([OH:16])=[O:15])=[CH:9][CH:8]=1)=[O:4]

Participants

4

Reactant 1

HCID 53972878Benzyl 4-methoxycarbonylmethyloxyphenylacetate

Product 1

HCID 545237934-(2-Methoxy-2-oxoethoxy)-benzeneacetic acid

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

7.8 g (0.025 Mol) of benzyl 4-methoxycarbonylmethyloxyphenylacetate are exhaustively hydrogenated in 150 ml of methanol in the presence of 8 g of palladium hydroxide on charcoal at ambient temperature and under a hydrogen pressure of 50 psi. After the removal of the catalyst the mother liquor is evaporated to dryness under reduced pressure.

Workup

  1. customAfter the removal of the catalyst the mother liquor
  2. customis evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-5fcc763078524a03a5cb5d94f7393cdd
Source dataset
uspto-grants-1997_12
Patent number
US05700801

Reaction notes

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