N-Methylaniline → HCID 86675647, compound

HRID 1848397Notes

Reaction equation

HRID 1848397 reaction equation
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:9]([OH:13])(=[O:12])[CH:10]=[CH2:11].[C:14]([OH:18])(=[O:17])[CH:15]=[CH2:16].[C:19]([OH:23])(=[O:22])[CH:20]=[CH2:21].[CH2:24]([C:26]([CH2:31][OH:32])([CH2:29][OH:30])[CH2:27][CH3:28])[OH:25].C([O-])(=O)C=C>C(O)(=O)C>[CH3:1][N:2]([CH2:11][CH2:10][C:9]([OH:13])=[O:12])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:1][N:2]([CH2:16][CH2:15][C:14]([OH:18])=[O:17])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:1][N:2]([CH2:21][CH2:20][C:19]([OH:23])=[O:22])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:24]([C:26]([CH2:31][OH:32])([CH2:29][OH:30])[CH2:27][CH3:28])[OH:25]

Participants

5

Reactant 3

HCID 7515N-MethylanilineHCID 25188AcrylateHCID 250191762-Ethyl-2-(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid

Product 1

HCID 86675647HCID 86675647, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

N-methylaniline (14.81 g) was added to glacial acetic acid (25 ml) containing trimethylolpropane triacrylate (16.05 g) and the mixture heated under reflux for 12 hr. The acetic acid was removed by distillation in vacuo to give a viscous oil. An infrared spectrum of the product showed that very few acrylate residues were present. Strong absorptions due to an ester and an aromatic amine group were present (1740 and 1600 cm−1).

Workup

  1. temperaturethe mixture heated
  2. temperatureunder reflux for 12 hr
  3. customThe acetic acid was removed by distillation in vacuo
  4. customto give a viscous oil

Sources & evidence

ORD record
ord-812b6d45ec4e4c57a6a118a963507476
Source dataset
uspto-grants-2015_02
Patent number
US08952190B2

Reaction notes

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