Ethyl Acetate → 6-methoxy-N1-methylbenzene-1,2-diamine

HRID 2045813Notes

Reaction equation

HRID 2045813 reaction equation
[CH3:1][O:2][C:3]1[C:4]([N+:11]([O-])=O)=[C:5]([NH:9]C)[CH:6]=[CH:7][CH:8]=1.[C:14](OCC)(=O)C>[Pd]>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([NH2:9])[C:4]=1[NH:11][CH3:14]

Participants

4

Reactant 2

HCID 8857Ethyl AcetateHCID 580715913-methoxy-N-methyl-2-nitroaniline

Product 1

HCID 596353856-methoxy-N1-methylbenzene-1,2-diamine

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

7.4 g (3-methoxy-2-nitrophenyl)-methylamine are suspended in 150 ml of ethyl acetate and hydrogenated with 1 g Pd/C 10% at a pressure of 50 psi and at ambient temperature. After 4.5 hours the catalyst is suction filtered and the filtrate is evaporated to dryness. 5.9 g of the product are obtained as an oil.

Workup

  1. filtrationsuction filtered
  2. customthe filtrate is evaporated to dryness

Sources & evidence

ORD record
ord-6b92e237f24343b2a66c55d8a57cc8e8
Source dataset
uspto-grants-2013_11
Patent number
US08592400B2

Reaction notes

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