Dimethylformamide → 2,3-Dimethoxy-5-methyl-1,4-benzoquinone

HRID 637905Notes

Reaction equation

HRID 637905 reaction equation
[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][C:6]([CH3:11])=[CH:5][C:4]=1[OH:12].CN(C)C=[O:16]>C1C=C(C=NCCN=CC2C([O-])=CC=CC=2)C([O-])=CC=1.[Co+2]>[CH3:1][O:2][C:3]1[C:4](=[O:12])[CH:5]=[C:6]([CH3:11])[C:7](=[O:16])[C:8]=1[O:9][CH3:10]

Participants

4

Reactant 2

HCID 6228DimethylformamideHCID 707822,3-Dimethoxy-5-methylphenol

Product 1

HCID 690682,3-Dimethoxy-5-methyl-1,4-benzoquinone

Reagents, catalysts & solvents 1

HCID 26517SalcomineCatalyst

Procedure

To a dimethylformamide solution (30 ml) of 2,3-dimethoxy-5-methylphenol (3 g) is added bis(salicylidene)ethylenediiminocobalt(II) (35 mg) and the mixture is reacted and worked up in the same manner as Example 7. The resultant crude crystals are recrystallized from hexane. The above procedure yields 2,3-dimethoxy-5-methyl-1,4-benzoquinone (2.13 g) as orange-yellow needles melting at 59° C.-60° C.

Workup

  1. customthe mixture is reacted
  2. customThe resultant crude crystals are recrystallized from hexane

Sources & evidence

ORD record
ord-4f346ff0a78846eaad06c42efe4c85c5
Source dataset
uspto-grants-1985_12
Patent number
US04559177

Reaction notes

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