Phthalic Anhydride → 2-{N,N-di(2-ethylhexyl)carbamoyl}-benzoic acid

HRID 569459

Reaction equation

HRID 569459 reaction equation
[C:1]1(=[O:11])[O:6][C:4](=[O:5])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[CH2:12]([CH:14]([CH2:25][CH2:26][CH2:27][CH3:28])[CH2:15][NH:16][CH2:17][CH:18]([CH2:23][CH3:24])[CH2:19][CH2:20][CH2:21][CH3:22])[CH3:13]>C(#N)C>[CH2:23]([CH:18]([CH2:19][CH2:20][CH2:21][CH3:22])[CH2:17][N:16]([CH2:15][CH:14]([CH2:12][CH3:13])[CH2:25][CH2:26][CH2:27][CH3:28])[C:4]([C:3]1[CH:7]=[CH:8][CH:9]=[CH:10][C:2]=1[C:1]([OH:6])=[O:11])=[O:5])[CH3:24]

Participants

4

Reactant 2

HCID 6811Phthalic AnhydrideHCID 7791Bis(2-ethylhexyl)amine

Product 1

HCID 201470522-{N,N-di(2-ethylhexyl)carbamoyl}-benzoic acidYield 100.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To 200 ml of acetonitrile were added 14.8 g of phthalic anhydride and 24.2 g of di(2-ethylhexyl)amine and the mixture was refluxed for 2 hours and then concentrated to provide 39.0 g of oily 2-{N,N-di(2-ethylhexyl)carbamoyl}-benzoic acid.

Workup

  1. temperaturethe mixture was refluxed for 2 hours
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-05c4a1e5b7cb48eabc323ec2c396856b
Source dataset
uspto-grants-1988_03
Patent number
US04732845

Linked notes

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