Gamma-Aminobutyric Acid → 4-Phthalimidobutyric acid

HRID 326776Notes

Reaction equation

HRID 326776 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][C:5]([OH:7])=[O:6].[C:8]1(=O)[O:13][C:11](=[O:12])[C:10]2=[CH:14][CH:15]=[CH:16][CH:17]=[C:9]12>>[C:8]1(=[O:13])[N:1]([CH2:2][CH2:3][CH2:4][C:5]([OH:7])=[O:6])[C:11](=[O:12])[C:10]2=[CH:14][CH:15]=[CH:16][CH:17]=[C:9]12

Participants

3

Reactant 2

HCID 119Gamma-Aminobutyric AcidHCID 6811Phthalic Anhydride

Product 1

HCID 184114-Phthalimidobutyric acidYield 88.5%

Procedure

2 g of gamma-aminobutyric acid is reacted with an equimolar amount (2.87 g) of phthalic anhydride by dry melting at 150° C. The reaction product is crystallized from ethanol/water (1/2) so yielding 4 g of gamma-phthalimidobutyric acid with melting point 120°-123° C. and 88% yield.

Workup

  1. customby dry melting at 150° C
  2. customThe reaction product is crystallized from ethanol/water (1/2)

Sources & evidence

ORD record
ord-684a47a5a1ab44f187bd750d09e195f4
Source dataset
uspto-grants-1993_12
Patent number
US05270338

Reaction notes

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