Protocatechuic Acid → Methyl 3,4-Dihydroxybenzoate
Reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[OH:11])[C:5]([OH:7])=[O:6].[CH3:12]O.S(=O)(=O)(O)O>O>[CH3:12][O:6][C:5](=[O:7])[C:4]1[CH:8]=[CH:9][C:10]([OH:11])=[C:2]([OH:1])[CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 100 g of 3,4-dihydroxy benzoic acid, 600 ml methyl alcohol and 10 ml of concentrated sulfuric acid is heated at reflux for 18 hours. The reaction mixture is cooled to room temperature, poured into water and extracted with methylene chloride. The organic layer is washed with saturated sodium bicarbonate and sodium chloride, dried and concentrated in vacuo to give 50.6 g of the desired product.
Workup
- temperatureis heated
- temperatureat reflux for 18 hours
- extractionextracted with methylene chloride
- washThe organic layer is washed with saturated sodium bicarbonate and sodium chloride
- customdried
- concentrationconcentrated in vacuo
Sources & evidence
- ORD record
- ord-0728eac988504734b7fcf8ac9919ae17
- Source dataset
- uspto-grants-1993_05
- Patent number
- US05208247
Reaction notes
Loading…