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

HRID 464722

Reaction equation

HRID 464722 reaction equation
[Cl: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:4]=[CH:3][C:2]([Cl:1])=[CH:12][CH:11]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 153712-Propenoic acid, 3-(4-chlorophenyl)-

Product 1

HCID 98955Methyl 3-(4-chlorophenyl)-2-propenoate

Procedure

A suspension of 300 g of 4-chlorocinnamic acid (J. Am. Chem. Soc., 89:3803, 1967) and 25 ml of concentrated sulfuric acid in 1.7 liters of methanol is heated to reflux for 24 hours. The solution is concentrated, and filtered to give as a white solid, p-chlorocinnamic acid methyl ester, mp 74°-5° C.

Workup

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

Sources & evidence

ORD record
ord-bdc4760b50f9400fb595e7e11a867d3c
Source dataset
uspto-grants-1985_10
Patent number
US04548947

Linked notes

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