HCID 53637082, compound → 3,4,2′,4′-Tetrahydroxychalcone

HRID 2254256Notes

Reaction equation

HRID 2254256 reaction equation
COC[O:4][C:5]1[CH:28]=[C:27]([O:29]COC)[CH:26]=[CH:25][C:6]=1[C:7](=[O:24])[CH:8]=[CH:9][C:10]1[CH:15]=[CH:14][C:13]([O:16]COC)=[C:12]([O:20]COC)[CH:11]=1>Cl.CO>[OH:4][C:5]1[CH:28]=[C:27]([OH:29])[CH:26]=[CH:25][C:6]=1[C:7](=[O:24])[CH:8]=[CH:9][C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[C:12]([OH:20])[CH:11]=1

Participants

3

Reactant 1

HCID 53637082HCID 53637082, compound

Product 1

HCID 24833,4,2′,4′-TetrahydroxychalconeYield 22.4%

Reagents, catalysts & solvents 1

HCID 21893726Hydrochloride methanolSolvent

Procedure

Then, 4.0 g of the so-obtained 2',3,4,4'-tetrakis(methoxymethoxy)chalcone was dissolved in 36 ml of a hydrochloric acid/methanol reagent, and the solution was refluxed for 10 minutes. The reaction liquid was poured into ice water, and the precipitated crystal was recovered by filtration, washed with water, dried and subjected to the column chromatograpy 280 g of 230-400 mesh Kieselgel, eluting solvent=hexane/ethyl acetate (1/1), 0.4 kg/cm2). Fractions of 50 ml were collected, and the 32th to 70th fractions were combined to obtain 543.2 mg (yield=22.1%) of 2',3,4,4'-tetrahydroxychalcone.

Workup

  1. temperaturethe solution was refluxed for 10 minutes
  2. customThe reaction liquid
  3. filtrationthe precipitated crystal was recovered by filtration
  4. washwashed with water
  5. customdried
  6. washeluting solvent=hexane/ethyl acetate (1/1), 0.4 kg/cm2)
  7. customFractions of 50 ml were collected

Sources & evidence

ORD record
ord-6144360c524f4405b9075c5762e527d3
Source dataset
uspto-grants-1993_08
Patent number
US05234951

Reaction notes

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