Methyl 2-methoxy-4-nitrobenzeneacetate → HCID 21876446, compound

HRID 724152Notes

Reaction equation

HRID 724152 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-])=O)[CH:6]=[CH:5][C:4]=1[CH2:12][C:13]([O:15][CH3:16])=[O:14]>CO.[Pd]>[NH2:9][C:7]1[CH:6]=[CH:5][C:4]([CH2:12][C:13]([O:15][CH3:16])=[O:14])=[C:3]([O:2][CH3:1])[CH:8]=1

Participants

4

Reactant 1

HCID 21875908Methyl 2-methoxy-4-nitrobenzeneacetate

Product 1

HCID 21876446HCID 21876446, compoundYield 102.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of methyl 2-(2-methoxy-4-nitrophenyl) acetate (step 3, 1.2 g, 5.5 mmol) in methanol (10 ml) was added 10% Pd/C (130 mg, 0.12 mmol) and stirred under hydrogen atmosphere for 3 h at room temperature. The catalyst was filtered off through a pad of celite and well washed with ethanol and ethyl acetate. The filtrate was concentrated to give 1.1 g of title compound as pink oil.

Workup

  1. filtrationThe catalyst was filtered off through a pad of celite
  2. washwell washed with ethanol and ethyl acetate
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-415d5e8aaa15416ebb2f9854ad66fef0
Source dataset
uspto-grants-2006_11
Patent number
US07141580B2

Reaction notes

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