Potassium Carbonate → HCID 19385721, compound

HRID 2399474Notes

Reaction equation

HRID 2399474 reaction equation
[OH:1][C:2]1[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5].Br[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[CH2:24][C:25]([O:27][CH3:28])=[O:26].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[C:4]([C:3]1[CH:12]=[C:13]([CH3:16])[CH:14]=[CH:15][C:2]=1[O:1][CH:24]([C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:18]=1)[C:25]([O:27][CH3:28])=[O:26])(=[O:5])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 738512-Hydroxy-5-methylbenzophenoneHCID 8063364Methyl 2-(2-bromophenyl)acetate

Product 1

HCID 19385721HCID 19385721, compoundYield 19%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 1.00 g (4.72 mmol) of 2-hydroxy-5-methylbenzophenone and 1.19 g (5.19 mmol) of methyl 2-bromophenylacetate in 10 mL of acetone was added 1.30 g (9.44 mmol) of K2CO3 and the mixture was stirred and refluxed for 14 hours. The mixture was cooled, filtered and evaporated in vacuo and the residue was purified on a silica gel flash chromatography column eluted with 5% ethyl acetate/hexane to afford 0.320 g (19%) of the title compound.

Workup

  1. temperaturerefluxed for 14 hours
  2. temperatureThe mixture was cooled
  3. filtrationfiltered
  4. customevaporated in vacuo
  5. customthe residue was purified on a silica gel flash chromatography column
  6. washeluted with 5% ethyl acetate/hexane

Sources & evidence

ORD record
ord-ae623505ad9d462ea60c6ca79496ee1b
Source dataset
uspto-grants-1995_09
Patent number
US05449682

Reaction notes

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