Benzyloxy-acetic acid 5-chloro-2-(2,4-dichloro-phenoxy)-phenyl ester → Hydroxy-acetic acid 5-chloro-2-(2,4-dichloro-phenoxy)-phenyl ester

HRID 556119Notes

Reaction equation

HRID 556119 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:20][C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=2[Cl:28])=[C:6]([O:8][C:9](=[O:19])[CH2:10][O:11]CC2C=CC=CC=2)[CH:7]=1>CO.[Pd]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:20][C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=2[Cl:28])=[C:6]([O:8][C:9](=[O:19])[CH2:10][OH:11])[CH:7]=1

Participants

4

Reactant 1

HCID 57667396Benzyloxy-acetic acid 5-chloro-2-(2,4-dichloro-phenoxy)-phenyl ester

Product 1

HCID 57667367Hydroxy-acetic acid 5-chloro-2-(2,4-dichloro-phenoxy)-phenyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Benzyloxy-acetic acid 5-chloro-2-(2,4-dichloro-phenoxy)-phenyl ester 4 (5 grams) was dissolved in methanol (50 mL) in a pressure vessel, palladium on carbon (5%, 5 grams) was added and the mixture was stirred under an atmosphere of hydrogen (4 Kg) for 4 hours. The catalyst was removed by filtration and the methanol was distilled off to yield crude 5.

Workup

  1. customThe catalyst was removed by filtration
  2. distillationthe methanol was distilled off
  3. customto yield crude 5

Sources & evidence

ORD record
ord-0f12a1e9abed4036bae5e61234a369c1
Source dataset
uspto-grants-2011_11
Patent number
US08053591B2

Reaction notes

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