Protocatechuic Acid → Methyl 3,4-Dihydroxybenzoate

HRID 19984

Reaction equation

HRID 19984 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].Cl.[CH3:13]O>>[CH3:13][O:6][C:5](=[O:7])[C:4]1[CH:8]=[CH:9][C:10]([OH:11])=[C:2]([OH:1])[CH:3]=1

Participants

4

Procedure

A solution of 3,4-dihydroxy benzoic acid (2.8 g) in methanol (150 ml) was refluxed in presence of concentrated hydrochloric acid (0.5 ml) for 12 hrs. After concentrating under reduced pressure, the residue was dissolved in ethyl acetate (150 ml) and washed with water (50 ml) 10% sodium bicarbonate solution (50 ml), brine solution (50 ml) and dried over anhydrous magnesium sulfate. Removal of the solvent under reduced pressure provided 2.64 g of 3,4-dihydroxybenzoic acid methyl ester. (Yield 86.5%).

Workup

  1. concentrationAfter concentrating under reduced pressure
  2. dissolutionthe residue was dissolved in ethyl acetate (150 ml)
  3. washwashed with water (50 ml) 10% sodium bicarbonate solution (50 ml), brine solution (50 ml)
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customRemoval of the solvent under reduced pressure

Sources & evidence

ORD record
ord-10c90eac3e5d4cd08e4480474dc581bb
Source dataset
uspto-grants-2010_06
Patent number
US07745490B2

Linked notes

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