Potassium Hydroxide → 3-(2,3,4-Trimethoxyphenyl)-2-propenoic acid

HRID 1267626Notes

Reaction equation

HRID 1267626 reaction equation
[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[C:7]([O:11][CH3:12])[CH:6]=[CH:5][C:4]=1[CH:13]=[CH:14][C:15]([O:17]CC)=[O:16].[OH-].[K+]>C(O)C>[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[C:7]([O:11][CH3:12])[CH:6]=[CH:5][C:4]=1[CH:13]=[CH:14][C:15]([OH:17])=[O:16]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 67200008Ethyl 3-(2,3,4-trimethoxyphenyl)prop-2-enoate

Product 1

HCID 1184003-(2,3,4-Trimethoxyphenyl)-2-propenoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 3-(2,3,4-trimethoxyphenyl)propenoate (1.15 g) was dissolved in ethanol (20 mL), and to the solution 10% potassium hydroxide (1.21 g) was added, and the mixture was stirred at room temperature for 5 hours. The reaction mixture was concentrated under reduced pressure, water was added to the residue, and the mixture was adjusted to pH 2 with 2 M hydrochloric acid and extracted with ethyl acetate. The resultant organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure to obtain the title compound.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, water
  2. additionwas added to the residue
  3. extractionextracted with ethyl acetate
  4. dry with materialThe resultant organic layer was dried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ee355e4fcc944a8797892894afbb4c5a
Source dataset
uspto-grants-2003_04
Patent number
US06552188B2

Reaction notes

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