Ethyl (ethoxymethylene)cyanoacetate synthesis
- Product Name:Ethyl (ethoxymethylene)cyanoacetate
- CAS Number:94-05-3
- Molecular formula:C8H11NO3
- Molecular Weight:169.18
122-51-0
105-56-6
94-05-3
a) General procedure for the preparation of ethyl 4-(2-cyano-2-ethoxycarbonylvinylamino)benzoate: triethyl orthoformate (33.3 mL, 0.2 mol) was mixed with ethyl cyanoacetate (21.3 mL, 0.2 mol) in acetic acid anhydride (80 mL), and the mixture was heated for 5 hr at 150-160 °C. Upon completion of the reaction, it was cooled to room temperature and the solvent was removed by distillation under reduced pressure to give ethyl 2-cyano-3-ethoxyacrylate as a yellow solid (28.5 g, 84% yield).
Yield:94-05-3 98.21 %
Reaction Conditions:
with hydrogenchloride in water at 78;Temperature;Reagent/catalyst;
Steps:
1-7
In the reaction flask with thermometer, reflux condenser and stirring paddle, add successively 150mL of ethanol and the compound (2-cyano-3-(dimethylamino)acrylic acid ethyl alcohol) described in the formula (IIa) that Preparation Example 1 obtains Ester) (0.5mol, 84.02g), warming up to 78°C under stirring for slight reflux, then slowly adding a saturated ethanol solution of hydrogen chloride (4M, 625mL) dropwise, the dropwise addition was completed after 2h, and the reaction was refluxed for 3h. After the completion of the monitoring reaction, Remove the solvent, and add 500mL dichloroethane and 500mL water to extract, obtain the organic phase, and wash the organic phase with 500mL of saturated brine, get the organic phase and precipitation, obtain the compound (2) shown in the formula (Ia) -cyano-3-ethoxy ethyl acrylate) 86.73g, the purity was 95.72wt%, and the yield was 98.21%.
References:
CN115215767,2022,A Location in patent:Paragraph 0055-0101