Beta-Alanine → 2-[(2-Carboxyethyl)carbamoyl]benzoic acid

HRID 1660424Notes

Reaction equation

HRID 1660424 reaction equation
[NH2:1][CH2:2][CH2:3][C:4]([OH:6])=[O:5].[C:7]1(=[O:17])[O:12][C:10](=[O:11])[C:9]2=[CH:13][CH:14]=[CH:15][CH:16]=[C:8]12>>[CH:15]1[CH:16]=[C:8]([C:7]([NH:1][CH2:2][CH2:3][C:4]([OH:6])=[O:5])=[O:17])[C:9]([C:10]([OH:12])=[O:11])=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 239Beta-AlanineHCID 6811Phthalic Anhydride

Product 1

HCID 149740202-[(2-Carboxyethyl)carbamoyl]benzoic acidYield 90%

Procedure

25 grams (0.28 mole) of β-alanine and 41.6 grams (0.28 mole) of phthalic anhydride were heated at 150° C. while stirring for three hours and then cooled. On recrystallizing with ethyl acetate, N-phthalyl-β-alanine was obtained in 90% yield (55 grams).

Workup

  1. temperaturecooled
  2. customOn recrystallizing with ethyl acetate

Sources & evidence

ORD record
ord-8f35ecc7832940838558759ed583ad12
Source dataset
uspto-grants-1981_12
Patent number
US04308168

Reaction notes

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