Propanoic acid, 2-cyano- synthesis
- Product Name:Propanoic acid, 2-cyano-
- CAS Number:632-07-5
- Molecular formula:C4H5NO2
- Molecular Weight:99.09
1572-99-2
632-07-5
General procedure for the synthesis of 2-cyanopropionic acid from ethyl 2-cyanopropionate: ethyl 2-cyanopropionate (1.0 g, 7.87 mmol), methanol (4 mL), and water (4 mL) were added to a reaction flask. After cooling the reaction mixture to 0°C, potassium hydroxide (882 mg, 16 mmol) was slowly added. Subsequently, the reaction system was warmed to 40 °C with continuous stirring for 2 hours. Upon completion of the reaction, methanol was removed by concentration under reduced pressure and the pH was adjusted to 5 with 1 N hydrochloric acid. extraction was carried out with ethyl acetate (50 mL x 2) and the organic phases were combined. The organic phase was washed with saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 2-cyanopropionic acid (660 mg, 85% yield) as a purple oil. The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 13.59 (br, 1H), 4.03 (q, J=7.2 Hz, 1H), 1.41 (d, J=7.2 Hz, 3H).
1572-99-2
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632-07-5
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Yield:632-07-5 98%
Reaction Conditions:
with lithium hydroxide in tetrahydrofuran;methanol;water; for 1 h;
References:
Welin, Eric R.;Warkentin, Alexander A.;Conrad, Jay C.;MacMillan, David W. C. [Angewandte Chemie - International Edition,2015,vol. 54,# 33,p. 9668 - 9672][Angew. Chem.,2015,vol. 127,# 33,p. 9804 - 9808,5] Location in patent:supporting information
17109-93-2
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632-07-5
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