4-Hydroxybenzoic Acid → Methylparaben

HRID 579812Notes

Reaction equation

HRID 579812 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.[CH3:11]O.S(=O)(=O)(O)O>O>[CH3:11][O:7][C:6](=[O:8])[C:5]1[CH:9]=[CH:10][C:2]([OH:1])=[CH:3][CH:4]=1

Participants

5

Reactant 3

HCID 1354-Hydroxybenzoic AcidHCID 887MethanolHCID 1118Sulfuric Acid

Product 1

HCID 7456Methylparaben

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

p-Hydroxybenzoic acid (50 g, 0.36 mole), absolute methanol (200 ml), and concentrated sulfuric acid (6 ml) were heated at reflux for 3 hrs. The solution was cooled and poured into water (1000 ml). The precipitate was filtered and dried; mp 122°-5°. Yield: 45 g (82%).

Workup

  1. temperatureat reflux for 3 hrs
  2. temperatureThe solution was cooled
  3. filtrationThe precipitate was filtered
  4. customdried

Sources & evidence

ORD record
ord-278107088aa549d281a95e04d514cba7
Source dataset
uspto-grants-1988_06
Patent number
US04749729

Reaction notes

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