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Showing posts with label Azidoacetic Acid. Show all posts
Showing posts with label Azidoacetic Acid. Show all posts

Thursday 16 July 2015

Synthesis of Azidoacetic Acid in Non-Aqueous Solvents

Synthesis of Azidoacetic Acid in Non-Aqueous Solvents

This example provides a general synthetic scheme for the synthesis of various azidoalkyl acid linkers. To exemplify this method, the synthesis of 2-azidoacetic acid is provided. Through the substitution of 2-bromoacetic acid, used in the synthesis of 2-azidoacetic acid, with other reagents azidoalkyl acid linkers, such as, but not limited to, 3-azidopropionic acid and 2-azoidopropionic acid, may be produced.
To a solution of 2-bromoacetic acid (1 g, 7.20 mmol) in DMF (14.39 ml) was added sodium azide (0.491 g, 7.56 mmol). After stirring for 16 hours at room temperature, the reaction mixture was monitored by RP HPLC (98% conversion).
H1 NMR analysis (10 mg/mL in CDCl3) showed the relevant peak at 3.84 ppm (s, 2H, N3CH2CO2H).



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