3,4-Dimethoxystyrene → 4-Ethyl-1,2-dimethoxybenzene

HRID 703998Notes

Reaction equation

HRID 703998 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[CH:6]=[CH2:7].[H][H]>[Pd].CO>[CH2:6]([C:5]1[CH:4]=[C:3]([O:2][CH3:1])[C:10]([O:11][CH3:12])=[CH:9][CH:8]=1)[CH3:7]

Participants

5

Reactant 2

HCID 614003,4-DimethoxystyreneHCID 178418361HCID 178418361, compound

Product 1

HCID 799904-Ethyl-1,2-dimethoxybenzeneYield 98.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

In an atmospheric pressure hydrogenation equipment 10.0 g (60.9 mM) of 3,4-dimethoxystyrene, 0.5 g of palladium charcoal and 200 ml of methanol were charged and introduced with hydrogen. The reaction was continued until the absorption of hydrogen was terminated. Palladium charcoal was filtered off from the reaction mixture. Methanol was distilled off from the filtrate. The residue was distilled under vacuum to obtain 10.0 g (60.2 mM) of 4-ethylveratrole as a colorless transparent liquid having a boiling point of 84°-85° C./2 mmHg

Workup

  1. customThe reaction was continued until the absorption of hydrogen
  2. customwas terminated
  3. filtrationPalladium charcoal was filtered off from the reaction mixture
  4. distillationMethanol was distilled off from the filtrate
  5. distillationThe residue was distilled under vacuum

Sources & evidence

ORD record
ord-ea32f6667a7c44ef88772b0e58eda50f
Source dataset
uspto-grants-1991_01
Patent number
US04985458

Reaction notes

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