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ChemicalBook CAS DataBase List Ethyl 2,3-dicyanopropionate

Ethyl 2,3-dicyanopropionate synthesis

10synthesis methods
-

Yield:40497-11-8 77%

Reaction Conditions:

with paraformaldehyde in ethanol;water

Steps:

1 Preparation of ethyl 2,3-dicyanopropionate.
EXAMPLE 1 Preparation of ethyl 2,3-dicyanopropionate. Potassium cyanide (13.0 g, 0.2M) was stirred in absolute ethanol and ethyl cyanoacetate (22.6 g, 0.2M) and paraformaldehyde (6.0 g, 0.2m) were added at ambient temperature. After 5 minutes the white suspension was heated under reflux conditions for 12 minutes, and the orange solution was evaporated to dryness in vacuo at below 25° C. to give a buff solid. The solid (the potassium salt) was dissolved in water (400 ml), acidified to pH 5 with 2M hydrochloric acid solution, giving a red oil. This mixture was extracted with dichloromethane and the extracts dried and evaporated to dryness in vacuo to give the title compound as a red oil (23.5 g), 1 H NMR (CDCl3) d 4.3 (2H, q), 3.95 (1H, t), 3.0 (2H, d), 1.35 (3H, t); identical with an authentic sample. Distilled material had b.p. 132-136° C. at 0.5mmHg. Yield: 77%.

References:

Rhone-Poulenc Agro US6133432, 2000, A

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