Beta-Alanine → 3-Phthalimidopropionic acid

HRID 1789192Notes

Reaction equation

HRID 1789192 reaction equation
[C:1]1(=[O:11])[O:6][C:4](=O)[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[NH2:12][CH2:13][CH2:14][C:15]([OH:17])=[O:16]>O>[CH:8]1[CH:7]=[C:3]2[C:4]([N:12]([CH2:13][CH2:14][C:15]([OH:17])=[O:16])[C:1](=[O:11])[C:2]2=[CH:10][CH:9]=1)=[O:6]

Participants

4

Reactant 2

HCID 239Beta-AlanineHCID 6811Phthalic Anhydride

Product 1

HCID 768593-Phthalimidopropionic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
200 °C

Procedure

A mixture of phthalic anhydride (500 g) and β-alanine (267 g) was fused by heating at 200° C. for 15 minutes, and poured into water (1500 ml). The formed precipitate was collected by filtration, and recrystallized from ethanol to give phthaloyl-β-alanine (hereinafter referred to as pht-βAla), yield 537 g, 81.6%.

Workup

  1. filtrationThe formed precipitate was collected by filtration
  2. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-e332db8ef9054b4da65d31751cd05d4e
Source dataset
uspto-grants-1987_08
Patent number
US04687817

Reaction notes

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