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

HRID 581835Notes

Reaction equation

HRID 581835 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>[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

3

Reactant 1

HCID 53972878Benzyl 4-methoxycarbonylmethyloxyphenylacetate

Product 1

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

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

7.8 g (0.025 mol) of benzyl 4-methoxycarbonylmethyloxy-phenyl-acetate are hydrogenated exhaustively in 150 ml of methanol in the presence of 8 g of palladium hydroxide-on-charcoal at room temperature under a hydrogen pressure of 50 psi. After removal of the catalyst, the mother liquor is concentrated to dryness under reduced pressure. 4.7 g (89.5% of theory) of a resinous crude product remain.

Workup

  1. customAfter removal of the catalyst
  2. concentrationthe mother liquor is concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-8c827b6784524c49b210f0eeab216d2d
Source dataset
uspto-grants-1999_07
Patent number
US05922717

Reaction notes

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