Methanol → 3-(3-Oxo-3-phenyl-1-propenyl)-benzoic acid, methyl ester

HRID 1647228Notes

Reaction equation

HRID 1647228 reaction equation
[O:1]=[C:2]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH:3]=[CH:4][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([OH:10])=[O:9].[CH3:20]O>S(=O)(=O)(O)O>[O:1]=[C:2]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH:3]=[CH:4][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([O:10][CH3:20])=[O:9]

Participants

4

Reactant 2

HCID 887MethanolHCID 540286713-(3-Oxo-3-phenyl-1-propenyl)-benzoic acid

Product 1

HCID 860607263-(3-Oxo-3-phenyl-1-propenyl)-benzoic acid, methyl ester

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

A slurry of 3-(3-oxo-3-phenyl-1-propenyl)-benzoic acid (2.84 g, 11.26 mmol) in methanol (150 mL) is treated with a few drops of sulfuric acid and heated under reflux for 8 hours. Upon cooling, a solid forms which is collected by filtration and washed thoroughly with methanol to provide 0.9 g of the title compound.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 8 hours
  3. temperatureUpon cooling
  4. filtrationa solid forms which is collected by filtration
  5. washwashed thoroughly with methanol

Sources & evidence

ORD record
ord-01adc58a6aba4a299f8247ba4ee41c3e
Source dataset
uspto-grants-1995_07
Patent number
US05430047

Reaction notes

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