Hydrochloric Acid → HCID 14368073, compound

HRID 2254232Notes

Reaction equation

HRID 2254232 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, compoundYield 77%

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=77%) 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

Sources & evidence

ORD record
ord-50b8aa8fdc5d43f7bc66e447242391da
Source dataset
uspto-grants-1993_08
Patent number
US05234951

Reaction notes

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