Acetic Acid → HCID 66858017, compound

HRID 1242298Notes

Reaction equation

HRID 1242298 reaction equation
[CH3:1][O:2][C:3](=[O:16])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-])=O)=[CH:8][C:7]=1[CH3:15].CC(O)=O>CO.[Pd]>[CH3:1][O:2][C:3](=[O:16])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([NH2:12])=[CH:8][C:7]=1[CH3:15]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 45097887HCID 45097887, compound

Product 1

HCID 66858017HCID 66858017, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 36.3 g (161 mmol) of the above prepared (2-methyl-4-nitro-phenoxy)-acetic acid methyl ester in 400 ml MeOH and 11.2 ml (177 mmol) AcOH was hydrogenated in the presence of 3.63 g 10% Pd/C for 7 h at atmospheric pressure. After removal of the catalyst the reaction was evaporated, dissolved in toluene and evaporated (5×) to give 32.5g of (4-amino-2-methyl-phenoxy)-acetic acid methyl ester as a brown crystalline residue.

Workup

  1. customAfter removal of the catalyst the reaction
  2. customwas evaporated
  3. dissolutiondissolved in toluene
  4. customevaporated (5×)

Sources & evidence

ORD record
ord-a186b55fde8f4eed9244bd388c52edc1
Source dataset
uspto-grants-2006_10
Patent number
US07115611B2

Reaction notes

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