Potassium Carbonate → 1-(2-Hydroxy-6-methoxyphenyl)ethan-1-one

HRID 2051165Notes

Reaction equation

HRID 2051165 reaction equation
[CH3:1][C:2]([C:4]1[C:5]([OH:11])=[CH:6][CH:7]=[CH:8][C:9]=1[OH:10])=[O:3].S([O-])(O[CH3:16])(=O)=O.C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[CH3:1][C:2]([C:4]1[C:5]([O:11][CH3:16])=[CH:6][CH:7]=[CH:8][C:9]=1[OH:10])=[O:3]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 696872',6'-DihydroxyacetophenoneHCID 4694097Methyl sulfate(1-)

Product 1

HCID 697091-(2-Hydroxy-6-methoxyphenyl)ethan-1-oneYield 60%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 25 mmoles of 2,6-dihydroxy acetophenone, 26 mmoles of methyl sulphate, 75 mmoles of K2CO3 and 60 ml of acetone are heated to reflux for 12 hours. Then the reaction medium is cooled, the mineral matter is separated by filtration and rinsed with dichloromethane. After evaporation of the organic phase and flash chromatography, the expected product is obtained in a practically quantitave way (mp =55° C).

Workup

  1. temperatureare heated
  2. temperatureto reflux for 12 hours
  3. temperatureThen the reaction medium is cooled
  4. customthe mineral matter is separated by filtration
  5. washrinsed with dichloromethane
  6. customAfter evaporation of the organic phase and flash chromatography

Sources & evidence

ORD record
ord-4a337a01dfcd4ad1b0a00b3eed5e5139
Source dataset
uspto-grants-1991_05
Patent number
US05017572

Reaction notes

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