2,3-Dimethoxy-p-benzoquinone → 91037-30-8

HRID 2107351Notes

Reaction equation

HRID 2107351 reaction equation
[CH3:1][O:2][C:3]1[C:4]([CH:6]=[CH:7][C:8](=[O:12])[C:9]=1[O:10][CH3:11])=[O:5].[Cl:13][C:14](=[CH2:19])[CH:15]=[CH:16]OC>C1C=CC=CC=1>[CH3:11][O:10][C:9]1[C:8](=[O:12])[C:7]2[C:6]([C:4](=[O:5])[C:3]=1[O:2][CH3:1])=[CH:19][C:14]([Cl:13])=[CH:15][CH:16]=2

Participants

4

Reactant 2

HCID 765652,3-Dimethoxy-p-benzoquinoneHCID 542901063-Chloro-1-methoxybuta-1,3-diene

Product 1

HCID 981649591037-30-8

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A benzene (8 ml) solution of 2,3-dimethoxybenzo-1,4-quinone (1.0 g, 5.9 mmol) and 3-chloro-1-methoxy-1,3-butadiene (1.4 g, 12.0 mmol) is stirred for 35 hours under an inert atmosphere. After this time, oxygen or air is briefly bubbled through the solution (20 minutes) and the contents are passed through a silica gel plug to afford 1.07 g (72%) of analytically pure 2,3-dimethoxy-6-chloro-1,4-naphthoquinone, mp 127°-130° C.

Workup

  1. customAfter this time, oxygen or air is briefly bubbled through the solution (20 minutes)

Sources & evidence

ORD record
ord-a6d1a9b90147487094c71274a5cfa075
Source dataset
uspto-grants-1990_06
Patent number
US04933489

Reaction notes

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