HCID 19744894, compound → HCID 14368070, compound

HRID 1030712Notes

Reaction equation

HRID 1030712 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]COC)=[C:16]([O:24][CH3:25])[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>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]([OH:20])=[C:16]([O:24][CH3:25])[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 19744894HCID 19744894, compoundHCID 21893726Hydrochloride methanol

Product 1

HCID 14368070HCID 14368070, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Then, 15.5 g of 1-(4,6-dimethoxy-2-methoxycarbonylmethoxy-3-isopentylphenyl)-3-(3-methoxy-4-methoxymethoxyphenyl)-1-propanone was dissolved in 25 ml of methanol, and 23 ml of hydrochloric acid/methanol was added to the solution and the mixture was heated and fluxed for 10 minutes. After the reaction, the solvent was removed by distillation, and the obtained solid was dissolved in a small amount of ethyl acetate and crystallized by diethyl ether/hexane to obtain 11.9 g (yield=84%) of 1-(4,6-dimethoxy-2-methoxycarbonylmethoxy-3-isopentylphenyl)-3-(4-hydroxy-3-methoxyphenyl)-1-propanone in the form of a white solid.

Workup

  1. temperaturethe mixture was heated
  2. customAfter the reaction
  3. customthe solvent was removed by distillation
  4. dissolutionthe obtained solid was dissolved in a small amount of ethyl acetate
  5. customcrystallized by diethyl ether/hexane

Sources & evidence

ORD record
ord-0fdbffa3dde74c6397bffbfa64ee6d90
Source dataset
uspto-grants-1992_04
Patent number
US05106871

Reaction notes

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