Hydrochloric Acid → HCID 14368073, compound

HRID 1030716Notes

Reaction equation

HRID 1030716 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[C:6]([C:11](=[O:26])[CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([O:22]COC)[CH:15]=2)=[C:5]([O:27][CH2:28][C:29]([O:31][CH3:32])=[O:30])[C:4]=1[CH2:33][CH2:34][CH:35]([CH3:37])[CH3:36].Cl>CO>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[C:6]([C:11](=[O:26])[CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([OH:22])[CH:15]=2)=[C:5]([O:27][CH2:28][C:29]([O:31][CH3:32])=[O:30])[C:4]=1[CH2:33][CH2:34][CH:35]([CH3:37])[CH3:36]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19744901HCID 19744901, compound

Product 1

HCID 14368073HCID 14368073, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Then, 1-(4,6-dimethoxy-2-methoxycarbonylmethoxy-3-isopentylphenyl)-3-(4-methoxy-3-methoxymethoxyphenyl)-1-propanone was dissolved in 7.5 ml of methanol, and 7.5 ml of hydrochloride acid/methanol was added to the solution and the mixture was heated and refluxed. After the reaction, the solvent was removed from the reaction mixture by distillation and the obtained residue was dissolved in a small amount of ethyl acetate and crystallized from ether/hexane to obtain 3.5 g (yield=of 1-(4,6-dimethoxy-2-methoxycarbonylmethoxy-3-isopentylphenyl)-3-(3-hydroxy-4-methoxyphenyl)-1-propanone in the form of a colorless transparent rectangular crystal.

Workup

  1. temperaturethe mixture was heated
  2. temperaturerefluxed
  3. customAfter the reaction
  4. customthe solvent was removed from the reaction mixture by distillation
  5. dissolutionthe obtained residue was dissolved in a small amount of ethyl acetate
  6. customcrystallized from ether/hexane
  7. customto obtain 3.5 g (

Sources & evidence

ORD record
ord-c3d997629e2645abb81ca7788d69344f
Source dataset
uspto-grants-1992_04
Patent number
US05106871

Reaction notes

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