cyanoacetaldehyde synthesis
- Product Name:cyanoacetaldehyde
- CAS Number:6162-76-1
- Molecular formula:C3H3NO
- Molecular Weight:69.06
Yield:-
Reaction Conditions:
with potassium 2-methylbutan-2-olate in tetrahydrofuran;toluene at 0 - 20; for 78 h;
Steps:
Step i:
General procedure: A solution of 1.02 mL (19.49 mmol) of acetonitrile in 13 mL of THF was cooled to 0° C and added 11.4 mL (19.49 mmol) of potassiumt-pentoxide solution (1.7 M in toluene) dropwise with constant stirring. The reaction mixture was stirred at room temperature for 2h. Reaction mixture was cooled again to 0° C and 1.32 g (9.74 mmol) of methyl benzoate was added dropwise followed by stirring for additional 2h at room temperature. After completion of the reaction (by TLC), crude mixture was quenched with 1NHCland extracted with ethyl acetate. The organic layer was washed with brine and dried over MgSO4. The crude was purified with column chromatography using hexane and ethyl acetate eluent to yield 0.56 g (40%) 3-oxo-3-phenylpropanenitrile.
References:
Rana, Sandeep;Sonawane, Yogesh A.;Taylor, Margaret A.;Kizhake, Smitha;Zahid, Muhammad;Natarajan, Amarnath [Bioorganic and Medicinal Chemistry Letters,2018,vol. 28,# 23-24,p. 3736 - 3740] Location in patent:supporting information
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