Perchloric Acid → HCID 20442864, compound

HRID 1632445Notes

Reaction equation

HRID 1632445 reaction equation
[CH2:1]([O:3][C:4]1[C:5](=[O:16])[C:6]([O:13][CH2:14][CH3:15])=[CH:7][C:8](OC)([CH3:10])[CH:9]=1)[CH3:2].Cl(O)(=O)(=O)=O>>[CH2:1]([O:3][C:4]1[C:5](=[O:16])[C:6]([O:13][CH2:14][CH3:15])=[CH:7][C:8](=[CH2:10])[CH:9]=1)[CH3:2]

Participants

3

Reactant 2

HCID 24247Perchloric AcidHCID 20442872HCID 20442872, compound

Product 1

HCID 20442864HCID 20442864, compoundYield 90.2%

Procedure

The same procedure as in Example 6 was repeated by using 226 mg of 2,6-diethoxy-4-methoxy-4-methyl-2,5-cyclohexadienone and 10 mg of perchloric acid, recovering 180 mg of an oily crude product. The crude product was purified by silica gel column chromatography using a 20:1 benzene-ethyl acetate mixture, giving 175 mg of 2,6-diethoxy-4-methylidene-2,5-cyclohexadienone in 90% of theoretical yield. The compound thus obtained was identified by NMR.

Workup

  1. customrecovering 180 mg of an oily crude product
  2. customThe crude product was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-082332fb53b840769fcfcac1e78e2011
Source dataset
uspto-grants-1984_10
Patent number
US04475992

Reaction notes

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