Gamma-Aminobutyric Acid → 4-Phthalimidobutyric acid

HRID 356206Notes

Reaction equation

HRID 356206 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][CH2:15][C:16]([OH:18])=[O:17]>>[C:4]1(=[O:6])[N:12]([CH2:13][CH2:14][CH2:15][C:16]([OH:18])=[O:17])[C:1](=[O:11])[C:2]2=[CH:10][CH:9]=[CH:8][CH:7]=[C:3]12

Participants

3

Reactant 2

HCID 119Gamma-Aminobutyric AcidHCID 6811Phthalic Anhydride

Product 1

HCID 184114-Phthalimidobutyric acidYield 90%

Conditions

Temperature
140 °C

Procedure

A mixture of crushed phthalic anhydride (18.53 g, 0.125 mol) and 4-aminobutyric acid was heated for 30 minutes at 140° C. The reaction mixture was cooled, and resulting precipitate was recrystallized from methanol-water to give 26.26 g (yield 90%) of the titled compound.

Workup

  1. temperatureThe reaction mixture was cooled
  2. customresulting precipitate
  3. customwas recrystallized from methanol-water

Sources & evidence

ORD record
ord-a9b28bdf1deb4673ba4437399af012e6
Source dataset
uspto-grants-1998_11
Patent number
US05834463

Reaction notes

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