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ChemicalBook CAS DataBase List (2-FLUORO-BENZYL)-HYDRAZINE
51859-98-4

(2-FLUORO-BENZYL)-HYDRAZINE synthesis

2synthesis methods
2-Fluorobenzyl bromide

446-48-0

(2-FLUORO-BENZYL)-HYDRAZINE

51859-98-4

The general procedure for the synthesis of 2-fluorobenzyl hydrazine from 2-fluorobenzyl bromide was as follows: 190 g (1.0 mol) of 2-fluorobenzyl bromide was slowly added to a 2 L ethanol solution containing 250 g (5.0 mol) of hydrazine hydrate and 137 g (1.0 mol) of potassium carbonate under stirring conditions. The reaction mixture was stirred continuously at room temperature for 48 hours. After completion of the reaction, the reaction mixture was concentrated by distillation under reduced pressure. The residue was extracted with ether to separate the organic phase. The organic phase was dried over anhydrous sodium sulfate and concentrated again under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography to give 109 g (76% yield) of 2-fluorobenzylhydrazine.

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Yield: 47%

Reaction Conditions:

with hydrazine hydrate in ethanolHeating;a) reflux, 5 h, b) RT, 18 h;

References:

Kelley;Davis;McLean;Glen;Soroko;Cooper [Journal of Medicinal Chemistry,1995,vol. 38,# 19,p. 3884 - 3888]

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