HCID 18381591, compound → 4-(2-methoxy-2-oxoethoxy)benzoic acid

HRID 2297387Notes

Reaction equation

HRID 2297387 reaction equation
[CH3:1][O:2][C:3]([CH2:5][O:6][C:7]1[CH:22]=[CH:21][C:10]([C:11]([O:13]CC2C=CC=CC=2)=[O:12])=[CH:9][CH:8]=1)=[O:4]>CO.C(OCC)(=O)C>[CH3:1][O:2][C:3]([CH2:5][O:6][C:7]1[CH:22]=[CH:21][C:10]([C:11]([OH:13])=[O:12])=[CH:9][CH:8]=1)=[O:4]

Participants

3

Reactant 1

HCID 18381591HCID 18381591, compound

Product 1

HCID 138161424-(2-methoxy-2-oxoethoxy)benzoic acid

Reagents, catalysts & solvents 1

HCID 21584119Ethylacetate methanolSolvent

Procedure

5 g of benzyl 4-(methoxycarbonylmethyloxy)benzoate were dissolved in methanol/ethyl acetate and hydrogenated in the presence of 600 mg of catalyst (Pd/C, 10% strength). After flushing with inert gas, the catalyst was filtered off and the filtrate was concentrated in vacuo. The residue was triturated with diisopropyl ether/heptane (9/1) and filtered off with suction. Yield: 3.3 g.

Workup

  1. customAfter flushing with inert gas
  2. filtrationthe catalyst was filtered off
  3. concentrationthe filtrate was concentrated in vacuo
  4. customThe residue was triturated with diisopropyl ether/heptane (9/1)
  5. filtrationfiltered off with suction

Sources & evidence

ORD record
ord-98e91f9d14c84c1d8174fa981c6ece30
Source dataset
uspto-grants-2002_12
Patent number
US06492356B1

Reaction notes

Loading…