Maleic Anhydride → 3-(hexylcarbamoyl)prop-2-enoic Acid

HRID 1826444Notes

Reaction equation

HRID 1826444 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH:3]=[CH:2]1.[CH2:8]([NH2:14])[CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]>C1(C)C=CC=CC=1>[CH2:8]([NH:14][C:1](=[O:7])[CH:2]=[CH:3][C:4]([OH:6])=[O:5])[CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]

Participants

4

Reactant 2

HCID 7923Maleic AnhydrideHCID 8102Hexylamine

Product 1

HCID 27314323-(hexylcarbamoyl)prop-2-enoic Acid

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

Maleic anhydride (39.4 g, 0.40 mol) was partly dissolved in toluene (1 l) to form a milky suspension. N-hexylamine (53 ml, 0.40 mol) was diluted with toluene (500 ml) and added dropwise over a period of 1.5 h. After 2 h, the reaction mixture was filtered and the title compound was obtained as a white solid (76.4 g, 96%) after drying for 16 h in a vacuum oven at 40° C.

Workup

  1. customto form a milky suspension
  2. additionadded dropwise over a period of 1.5 h
  3. filtrationthe reaction mixture was filtered

Sources & evidence

ORD record
ord-9c005a3e648e4de7a66414acb8404f4a
Source dataset
uspto-grants-2006_05
Patent number
US07049444B2

Reaction notes

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