Potassium Hydroxide → 3-(3-Benzoylphenyl)prop-2-enoic acid

HRID 1184669

Reaction equation

HRID 1184669 reaction equation
[OH-].[K+].[C:3]([C:11]1[CH:12]=[C:13]([CH:20]=[CH:21][CH:22]=1)[CH:14]=[CH:15][C:16]([O:18]C)=[O:17])(=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>CO>[C:3]([C:11]1[CH:12]=[C:13]([CH:20]=[CH:21][CH:22]=1)[CH:14]=[CH:15][C:16]([OH:18])=[O:17])(=[O:10])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 68514943Methyl 3-benzoylcinnamate

Product 1

HCID 685145243-(3-Benzoylphenyl)prop-2-enoic acidYield 93%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Aqueous 5M potassium hydroxide (10 mL, 50 mmol) was added to a solution of methyl 3-benzoylcinnamate (2.5 g, 9.4 mmol) in methanol (20 mL) and the mixture was stirred at room temperature for 18 hours. The mixture was concentrated and acidified to pH 1 using 1M aqueous hydrochloric acid. The resulting precipitate was collected by filtration and dried under vacuum to give 3-benzoylcinnamic acid (2.2 g, 93%) as a yellow solid.

Workup

  1. concentrationThe mixture was concentrated
  2. filtrationThe resulting precipitate was collected by filtration
  3. customdried under vacuum

Sources & evidence

ORD record
ord-e329fd2227b645c3b179a82c38672f9a
Source dataset
uspto-grants-2014_03
Patent number
US08669280B2

Linked notes

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