Tetrahydrofuran → 2-Methoxy-4,5-dimethylaniline

HRID 377916Notes

Reaction equation

HRID 377916 reaction equation
O1CCCC1.[CH3:6][C:7]1[C:12]([CH3:13])=[CH:11][C:10]([O:14][CH3:15])=[C:9]([N+:16]([O-])=O)[CH:8]=1>[Pd].C(O)C>[CH3:13][C:12]1[C:7]([CH3:6])=[CH:8][C:9]([NH2:16])=[C:10]([O:14][CH3:15])[CH:11]=1

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 193571651-Methoxy-4,5-dimethyl-2-nitrobenzene

Product 1

HCID 193571402-Methoxy-4,5-dimethylanilineYield 82%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Tetrahydrofuran(100 ml) and ethanol(40 ml) were added into 4,5-dimethyl-2-nitroanisole(7.80 g, 0.043 mol) and then added 10% Pd/activated carbon(0.57 g) slowly, hydrogenated for 5 hrs. The reaction was completed by the same way with the above and the resulting product was purified by column chromatography to obtain the titled compound.

Workup

  1. customwas purified by column chromatography

Sources & evidence

ORD record
ord-4c9f20c9fc284dd990bb3a0f2b887d33
Source dataset
uspto-grants-2000_02
Patent number
US06028195

Reaction notes

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