Potassium Hydroxide → potassium (E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoate

HRID 2240616Notes

Reaction equation

HRID 2240616 reaction equation
[OH-].[K+:2].[OH:3][C:4]1[CH:9]=[CH:8][C:7](/[CH:10]=[CH:11]/[C:12]([OH:14])=[O:13])=[CH:6][C:5]=1[O:15][CH3:16]>CO>[OH:3][C:4]1[CH:9]=[CH:8][C:7](/[CH:10]=[CH:11]/[C:12]([O-:14])=[O:13])=[CH:6][C:5]=1[O:15][CH3:16].[K+:2]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 445858Ferulic Acid

Product 1

HCID 23676777potassium (E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoateYield 100.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Potassium hydroxide (580 mg, 10.3 mmol) was dissolved in methanol (10 ml) and put in a three-necked flask. Stirring was set on. Subsequently, (E)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid (2.00 g, 10.3 mmol) in methanol (20 mL) was added to this solution through a funnel. After the addition was ended, the solution was allowed to react at room temperature for 3 h. Methanol was then evaporated off and then yellow solid residue was washed with Et2O and dried under reduced pressure. The product was obtained as a yellowish solid (2.40 g, quantitative yield).

Workup

  1. customput in a three-necked flask
  2. additionAfter the addition
  3. customto react at room temperature for 3 h
  4. customMethanol was then evaporated off
  5. washyellow solid residue was washed with Et2O
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-34cd5312bd9e407caffce1bc1fff34e0
Source dataset
uspto-grants-2010_05
Patent number
US07723382B2

Reaction notes

Loading…