Methyl Acrylate → HCID 12903398, compound

HRID 443616Notes

Reaction equation

HRID 443616 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:7]=[C:8]([O:10][CH3:11])[CH:9]=1)[NH2:6].[C:12]([O:16][CH3:17])(=[O:15])[CH:13]=[CH2:14]>C(O)(=O)C>[CH3:11][O:10][C:8]1[CH:7]=[C:5]([CH:4]=[C:3]([O:2][CH3:1])[CH:9]=1)[NH:6][CH2:14][CH2:13][C:12]([O:16][CH3:17])=[O:15]

Participants

4

Reactant 2

HCID 7294Methyl AcrylateHCID 663013,5-Dimethoxyaniline

Product 1

HCID 12903398HCID 12903398, compoundYield 73.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 3,5-dimethoxyaniline (114.9 g., 0.75 mole), methyl acrylate (69.73 g., 0.81 mole) and glacial acetic acid (2 ml.) is refluxed for 20 hours. Reflux is discontinued and the reaction mixture is concentrated and then distilled in vacuo, to yield 106.8 g. (73.9%) of the title product, b.p. 174°-179° C. (0.7 mm.).

Workup

  1. temperatureis refluxed for 20 hours
  2. temperatureReflux
  3. concentrationthe reaction mixture is concentrated
  4. distillationdistilled in vacuo
  5. customto yield 106.8 g

Sources & evidence

ORD record
ord-572b0688b9f749879a268582ac26683e
Source dataset
uspto-grants-1981_04
Patent number
US04260764

Reaction notes

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