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ChemicalBook CAS DataBase List BUTYRONITRILE
109-74-0

BUTYRONITRILE synthesis

13synthesis methods
n-Butyronitrile is prepared from 1-butanol by controlled cyanation with NH3 at 300°C in the presence of Ni-Al203 or zinc phosphide catalysts.
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Yield:109-74-0 99%

Reaction Conditions:

with oxalyl dichloride;Triphenylphosphine oxide in chloroform-d1 at 20; for 1 h;

Steps:

4.3.1. Method a
General procedure: To a solution of triphenylphosphine oxide (14 mg, 0.050 mmol) in either CHCl3, CDCl3 or EtOAc (2.0 mL) was added oxalyl chloride (102 μL, 1.21 mmol) and the reaction mixture was stirred for 5 min. The appropriate oxime (1.00 equiv) as solution in either CHCl3, CDCl3 or EtOAc (1.0 mL) was then added over 0.5 h via syringe pump at room temperature and the reaction mixture was stirred for a further 0.5 h at room temperature after which the solvent was removed in vacuo. Purification by flash chromatography (silica, 10-100% Et2O/pet. ether) gave the pure nitriles.

References:

Denton, Ross M.;An, Jie;Lindovska, Petra;Lewis, William [Tetrahedron,2012,vol. 68,# 13,p. 2899 - 2905] Location in patent:supporting information; experimental part

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