Acetic Acid → HCID 66858017, compound

HRID 1393106Notes

Reaction equation

HRID 1393106 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, compoundYield 103.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of (2-methyl-4-nitro-phenoxy)-acetic acid methyl ester (36.3 g, 161 mmol) in MeOH (400 ml) and AcOH (11.2 ml, 177 mmol) was hydrogenated in the presence of 10% Pd/C (3.63 g) for 7 h. After removal of the catalyst the reaction was evaporated, dissolved in toluene and evaporated (5×) to give 32.5 g of (4-amino-2-methyl-phenoxy)-acetic acid methyl ester as a brown crystallin residue, MS: 196 (MH+).

Workup

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

Sources & evidence

ORD record
ord-db938076e20f47a2a4f0a6485c57b851
Source dataset
uspto-grants-2008_03
Patent number
US07345067B2

Reaction notes

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