Aluminum(III) Chloride → HCID 20442868, compound

HRID 2296524Notes

Reaction equation

HRID 2296524 reaction equation
[CH2:1]([O:5][C:6]1[C:7](=[O:20])[C:8]([O:15][CH2:16][CH2:17][CH2:18][CH3:19])=[CH:9][C:10](OC)([CH3:12])[CH:11]=1)[CH2:2][CH2:3][CH3:4].[Cl-].[Al+3].[Cl-].[Cl-]>>[CH2:1]([O:5][C:6]1[C:7](=[O:20])[C:8]([O:15][CH2:16][CH2:17][CH2:18][CH3:19])=[CH:9][C:10](=[CH2:12])[CH:11]=1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 20442869HCID 20442869, compound

Product 1

HCID 20442868HCID 20442868, compoundYield 97.9%

Procedure

The procedure of Example 6 was repeated by using 250 mg of 2,6-dibutoxy-4-methoxy-4-methyl-2,5-cyclohexadienone and 20 mg of aluminum chloride, recovering 234 g of an oily crude product. The crude product was purified by silica gel column chromatography using a 20:1 benzene-ethyl acetate mixture, giving 217 mg of 2,6-dibutoxy-4-methylidene-2,5-cyclohexadienone in 87% of theoretical yield. The compound thus obtained was identified by NMR.

Workup

  1. customrecovering 234 g of an oily crude product
  2. customThe crude product was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-b0944081d8ad468cb3a661d9b7d5e4a7
Source dataset
uspto-grants-1984_01
Patent number
US04429164

Reaction notes

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