HCID 19744894, compound → HCID 14368070, compound

HRID 2254228Notes

Reaction equation

HRID 2254228 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-1987772e994a4c7ea49cbc69a8679c46
Source dataset
uspto-grants-1993_08
Patent number
US05234951

Reaction notes

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