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Gabriel Phthalimide synthesis of diamines
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Marcus Johnson
Gabriel Phthalimide synthesis of diamines
The key in the Gabriel synthesis is that the phthalimide is only nucleophilic once - the product is no longer nucleophilic so it doesn't over-alkylate (like an amine would). So your reaction should work, as long as you don't deprotect the product (with hydrazine) until after both phthalimide alkylations have occurred.
The key in the Gabriel synthesis is that the phthalimide is only nucleophilic once - the product is no longer nucleophilic so it doesn't over-alkylate (like an amine would). So your reaction should work, as long as you don't deprotect the product (with hydrazine) until after both phthalimide alkylations have occurred.
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