Methane → 2-Propanone, 1-(3,4-dimethoxyphenyl)-

HRID 1376872Notes

Reaction equation

HRID 1376872 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]=[C:12]([N+]([O-])=O)[CH3:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].C.CO.S(=O)(=O)(O)[OH:21]>[Pd].O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][C:12](=[O:21])[CH3:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

7

Reactant 4

HCID 297MethaneHCID 887MethanolHCID 1118Sulfuric AcidHCID 954741,2-Dimethoxy-4-(2-nitroprop-1-enyl)benzene

Product 1

HCID 698962-Propanone, 1-(3,4-dimethoxyphenyl)-

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

(3,4-Dimethoxyphenyl)-2-nitropropene (11) (200 g, 0.90 mol), palladium 10%/charcoal (10.0 g, either fresh or recycled), methanol (750 ml), water (220 ml) and sulfuric acid (96%, 28 ml) are charged to a steel autoclave thermostatted at 15° C.

Workup

  1. customat 15° C.

Sources & evidence

ORD record
ord-777fa9cfd86b4adfb9de1e09dcd227eb
Source dataset
uspto-grants-1997_09
Patent number
US05663360

Reaction notes

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