Hydroquinone → Quinone

HRID 1164697Notes

Reaction equation

HRID 1164697 reaction equation
[C:1]1([CH:8]=[CH:7][C:5]([OH:6])=[CH:4][CH:3]=1)[OH:2].[CH3:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([Te:17]([C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=2)=O)=[CH:13][CH:12]=1>C(Cl)(Cl)Cl>[CH3:26][O:25][C:22]1[CH:21]=[CH:20][C:19]([Te:17][C:14]2[CH:15]=[CH:16][C:11]([O:10][CH3:9])=[CH:12][CH:13]=2)=[CH:24][CH:23]=1.[C:5]1(=[O:6])[CH:7]=[CH:8][C:1](=[O:2])[CH:3]=[CH:4]1

Participants

5

Reactant 2

HCID 785HydroquinoneHCID 3044917Bis(p-methoxyphenyl) telluroxide

Product 2

HCID 4650QuinoneYield 65%HCID 4605422Benzene, 1,1'-tellurobis[4-methoxy-Yield 4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Hydroquinone (55 mg, 0.50 mmol) and bis-(p-methoxyphenyl)-telluroxide (196 mg, 0.55 mmol) were stirred in chloroform (2 ml) at room temperature under argon for 16 h. Separation of the reaction components by p.l.c. (benzene-ethyl acetate 9:1) gave bis-(p-methoxyphenyl)-telluride (8 mg, 4%) and p-benzoquinone (35 mg, 65%) as yellow needles m.p. 114°-115° (lit., 115.7°).

Workup

  1. customSeparation of the reaction components by p.l.c

Sources & evidence

ORD record
ord-750b1dbdc28b4edead62177521e78773
Source dataset
uspto-grants-1983_01
Patent number
US04370497

Reaction notes

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