2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 66968737, compound

HRID 346442Notes

Reaction equation

HRID 346442 reaction equation
C([O:6][C:7]1[C:13]([Cl:14])=[C:12]([Cl:15])[C:10]([OH:11])=[C:9]([Cl:16])[C:8]=1[Cl:17])CCCC.Cl[C:19]1[C:20](=O)[C:21](C#N)=C(C#N)[C:23](=O)[C:24]=1Cl>CO>[CH2:23]([C:13]1([Cl:14])[CH:12]([Cl:15])[C:10](=[O:11])[C:9]([Cl:16])=[C:8]([Cl:17])[C:7]1=[O:6])[CH2:24][CH2:19][CH2:20][CH3:21]

Participants

4

Reactant 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 21080077HCID 21080077, compound

Product 1

HCID 66968737HCID 66968737, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 110 mg (0.388 mmol) of 3 in methanol, 880 mg (10 eq) of 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) was added. The reaction mixture was stirred for 2 hr, and then the solvent was removed. Silicagel chromatography (hexane:EA=20:1) gave 4 as an orange solid with quantitative yield.

Workup

  1. customthe solvent was removed

Sources & evidence

ORD record
ord-7fb5f408d1d94a7aaf96edec9d7d066b
Source dataset
uspto-grants-2007_02
Patent number
US07172905B2

Reaction notes

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