ChemicalBook CAS DataBase List BUTYRONITRILE

BUTYRONITRILE synthesis

13synthesis methods

Product Name:BUTYRONITRILE
CAS Number:109-74-0
Molecular formula:C4H7N
Molecular Weight:69.11

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.

110-69-0
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109-74-0
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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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75-05-8 Synthesis