Methanol → Methyl 3-(4-methylphenyl)-2-propenoate

HRID 464717

Reaction equation

HRID 464717 reaction equation
[CH3:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]=[CH:7][C:8]([OH:10])=[O:9])=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[CH3:18]O>>[CH3:18][O:9][C:8](=[O:10])[CH:7]=[CH:6][C:5]1[CH:11]=[CH:12][C:2]([CH3:1])=[CH:3][CH:4]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 158353-(p-Tolyl)acrylic acid

Product 1

HCID 589472Methyl 3-(4-methylphenyl)-2-propenoate

Procedure

A suspension of 300 g of p-methylcinnamic acid (J. Chem. Soc., Chem. Comm., 471, 1976) and 25 ml of concentrated sulfuric acid in 1.7 liters of methanol is heated to reflux for 24 hours. The solution is concentrated, cooled and filtered to give as a white solid, p-methylcinnamic acid methyl ester, mp 55°-56° C.

Workup

  1. temperatureis heated
  2. temperatureto reflux for 24 hours
  3. concentrationThe solution is concentrated
  4. temperaturecooled
  5. filtrationfiltered

Sources & evidence

ORD record
ord-f1736f1382ed4ff6ba975d778496976c
Source dataset
uspto-grants-1985_10
Patent number
US04548947

Linked notes

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