Schematic of the Gabriel synthesis. Reagents: alkyl halide, phthalimide, base, acid, hydrazine. Product: primary amine.

The Gabriel synthesis is an organic reaction used to convert an alkyl halide to a primary amine using phthalimide with base and followed by hydrazine. Price of 474539-25-8 Buy2-Ethynylpyrazine The reaction begins with the deprotonation of the phthalimide which then attacks the alkyl halide in an SN2 fashion to give an N-alkylphthalimide intermediate. The intermediate is then cleaved by hydrazine in a series of steps that end with the liberation of the final primary amine product and phthalhydrazide by-product. [1]

Mechanism

Mechanism of the Gabriel synthesis.

References:

1.
Gabriel, S. Ber. Dtsch. Chem. Ges. 1887, 20, 2224–2236.