Maleic Anhydride → 3-(Sec-butylcarbamoyl)acrylic acid

HRID 269712

Reaction equation

HRID 269712 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH:3]=[CH:2]1.[CH:8]([NH2:12])([CH2:10][CH3:11])[CH3:9]>C(OCC)C>[CH:8]([NH:12][C:1]([CH:2]=[CH:3][C:4]([OH:6])=[O:5])=[O:7])([CH2:10][CH3:11])[CH3:9]

Participants

4

Reactant 2

HCID 7923Maleic AnhydrideHCID 24874Sec-Butylamine

Product 1

HCID 2445953-(Sec-butylcarbamoyl)acrylic acid

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a stirred solution of maleic anhydride, 95% (42.1 g, 0.4 mol) in 500 mL diethyl ether at 0° C. was added drop wise sec-butyl amine (29.25 g, 0.4 mol) in 50 mL diethyl ether. The resulting mixture was stirred while a solid formed, which was recovered by filtration. The residue was washed with 2×100 mL diethyl ether and dried to yield 51.76 g of the desired compound.

Workup

  1. customformed
  2. filtrationwhich was recovered by filtration
  3. washThe residue was washed with 2×100 mL diethyl ether
  4. customdried

Sources & evidence

ORD record
ord-6173c484f59c41db80a0c513fe16ba8c
Source dataset
uspto-grants-2008_11
Patent number
US07449242B2

Linked notes

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