Hydrochloric Acid → HCID 12824088, compound

HRID 647059Notes

Reaction equation

HRID 647059 reaction equation
[CH3:1][O:2][C:3]1[C:4](=[O:19])[C:5]([CH2:13][CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[C:6]([CH3:12])[C:7](=[O:11])[C:8]=1[O:9][CH3:10].Cl.[CH2:21](O)[CH3:22]>>[CH3:1][O:2][C:3]1[C:4](=[O:19])[C:5]([CH2:13][CH2:14][CH2:15][C:16]([O:18][CH2:21][CH3:22])=[O:17])=[C:6]([CH3:12])[C:7](=[O:11])[C:8]=1[O:9][CH3:10]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 129061534-(4,5-Dimethoxy-2-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)butanoic acid

Product 1

HCID 12824088HCID 12824088, compound

Procedure

A solution of 2,3-dimethoxy-5-methyl-6-(3'-carboxypropyl)-1,4-benzoquinone (formula I-2 wherein R=H3CO, n=2 in the free form) (0.8 part) in ethanol (3 volume parts) saturated with dry hydrogen chloride was stirred at room temperature for 1 hour. The residue upon removal of the solvent was subjected to chromatography on silica gel and eluted with chloroform to give 2,3-dimethoxy-5-methyl-6-(3'-ethoxycarbonylpropyl)-1,4-benzoquinone (formula I-2 wherein R=H3CO, n=2, in the form of ethyl ester) (0.88 part) as an orange oil.

Workup

  1. customThe residue upon removal of the solvent
  2. washeluted with chloroform

Sources & evidence

ORD record
ord-bea21219feb143c383aa2da519d59acf
Source dataset
uspto-grants-1983_10
Patent number
US04407757

Reaction notes

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