Ethyl 2-(4-cyanophenyl)propanoate synthesis

9synthesis methods

Product Name:Ethyl 2-(4-cyanophenyl)propanoate
CAS Number:118618-32-9
Molecular formula:C12H13NO2
Molecular Weight:203.2371

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Yield:118618-32-9 81%

Reaction Conditions:

with sodium hydride in N,N-dimethyl-formamide at 0 - 23; for 0.75 h;Inert atmosphere;

Steps:

3.3

Step 3: To a solution of ethyl 2-(4-(iminomethyl)phenyl)acetate (962 mg, 5.08 mmol) in anhydrous dimethylformamide was slowly added sodium hydride (224 g, 5.59 mmol) and iodomethane (0.33 mL, 5.34 mmol) at 0° C.
The reaction mixture was heated to room temperature for 45 min under N₂. TLC showed complete consumption of starting material.
The reaction mixture was added water for quenching.
The mixture was extracted with ethyl acetate and washed with water and brine.
The extract was dried over magnesium sulfate and concentrated under reduced pressure to afford crude which was purified by column chromatography to afford ethyl 2-(4-cyanophenyl)propanoate (832 mg, 81%)

References:

US2013/79320,2013,A1 Location in patent:Paragraph 0473; 0476

52798-01-3 Synthesis