Methyl Acrylate → HCID 12903398, compound

HRID 1702164Notes

Reaction equation

HRID 1702164 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 disconnected 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-929ec9a0c02147b8aac4e888f5f71a20
Source dataset
uspto-grants-1983_04
Patent number
US04380542

Reaction notes

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