Aniline → 2-[(N-phenylcarbamoyl)methyl]prop-2-enoic acid

HRID 855585Notes

Reaction equation

HRID 855585 reaction equation
[CH2:1]=[C:2]1[CH2:7][C:6](=[O:8])[O:5][C:3]1=[O:4].[NH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>CCl>[C:10]1([NH:9][C:6]([CH2:7][C:2](=[CH2:1])[C:3]([OH:5])=[O:4])=[O:8])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 75110Itaconic Anhydride

Product 1

HCID 219355602-[(N-phenylcarbamoyl)methyl]prop-2-enoic acid

Reagents, catalysts & solvents 1

HCID 6327Methyl ChlorideSolvent

Procedure

A solution of 2-methylenesuccinic anhydride (500 mg, 4.46 mmol) and aniline (0.4 mL, 4.46 mmol) in CH3Cl were shaken overnight. A precipitate formed, which was filtered off, washed with hexanes, and dried under vacuum to afford 2-[(N-phenylcarbamoyl)methyl]prop-2-enoic acid.

Workup

  1. customA precipitate formed
  2. filtrationwhich was filtered off
  3. washwashed with hexanes
  4. customdried under vacuum

Sources & evidence

ORD record
ord-87704ef7299d4141b320c8524c8b2de4
Source dataset
uspto-grants-2007_08
Patent number
US07262198B2

Reaction notes

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