methyl 2-cyano-2-methylpropanoate

Conditions: temp:120.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A 500 milliliter (hereinafter abbreviated to "mL") flask equipped with a stirrer, a thermometer and two dropping funnels was charged with 203 g of N-methylpyrrolidone and 1.35 g of potassium cyanide, and to the content in the flask were added dropwise 40 g of prussic acid and 163 g of methyl methacrylate over a period of 4 hours, while the content was maintained at a temperature of 120° C. After the completion of the dropwise addition, the content was maintained at 120° C. for 2 hours to complete the reaction. As a result, methyl cyanoisobutyrate was formed at a conversion of methyl methacrylate (MMA) of 88.3% and at a selectivity of 98.1% based on the reacted MMA. A 500 milliliter (hereinafter abbreviated to "mL") flask equipped with a stirrer After the completion of the dropwise addition the content was maintained at 120° C. for 2 hours the reaction

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:120.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A 500 milliliter (hereinafter abbreviated to "mL") flask equipped with a stirrer, a thermometer and two dropping funnels was charged with 203 g of N-methylpyrrolidone and 1.35 g of potassium cyanide, and to the content in the flask were added dropwise 40 g of prussic acid and 163 g of methyl methacrylate over a period of 4 hours, while the content was maintained at a temperature of 120° C. After the completion of the dropwise addition, the content was maintained at 120° C. for 2 hours to complete the reaction. As a result, methyl cyanoisobutyrate was formed at a conversion of methyl methacrylate (MMA) of 88.3% and at a selectivity of 98.1% based on the reacted MMA. A 500 milliliter (hereinafter abbreviated to "mL") flask equipped with a stirrer After the completion of the dropwise addition the content was maintained at 120° C. for 2 hours the reaction

Conditions: temp:120.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A 500 milliliter (hereinafter abbreviated to "mL") flask equipped with a stirrer, a thermometer and two dropping funnels was charged with 203 g of N-methylpyrrolidone and 1.35 g of potassium cyanide, and to the content in the flask were added dropwise 40 g of prussic acid and 163 g of methyl methacrylate over a period of 4 hours, while the content was maintained at a temperature of 120° C. After the completion of the dropwise addition, the content was maintained at 120° C. for 2 hours to complete the reaction. As a result, methyl cyanoisobutyrate was formed at a conversion of methyl methacrylate (MMA) of 88.3% and at a selectivity of 98.1% based on the reacted MMA. A 500 milliliter (hereinafter abbreviated to "mL") flask equipped with a stirrer After the completion of the dropwise addition the content was maintained at 120° C. for 2 hours the reaction

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of anhydrous acetonitrile (2.3 g, 56 mmol) in THF (100 mL) was added dropwise at 80° C. to a mixture of NaH (60%, 2.8 g, 70 mmol) and methyl 2-cyano-2-methylpropanoate (6 g, 47 mmol) in THF (100 mL). The resultant reaction mixture was heated at reflux for 8 hours. The solvent was removed in vacuo and the residue was diluted with EtOAc and washed with 10% HCl, water and brine. The organics were dried (MgSO4) and concentrated in vacuo to obtain crude 2,2-dimethyl-3-oxopentanedinitrile (4 g), which was used for the next step reaction without further purification. The resultant reaction mixture was heated at reflux for 8 hours The solvent was removed in vacuo the residue was diluted with EtOAc washed with 10% HCl, water and brine The organics were dried (MgSO4) concentrated in vacuo

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of cyano-acetic acid methyl ester (11 g, 111 mmol), Cs2CO3 (108 g, 333 mmol) and methyl iodide (35 mL, 556 mmol) in anhydrous DMF (300 mL) was stirred at r.t. for 3 days. Brine (100 mL) and ether (250 mL) were added, and the aqueous layer was extracted with additional ether (250 mL). The organic layers were combined, washed with water (4×200 mL), and dried over MgSO4. The solvent was evaporated to give 11 g of the title compound as a yellow oil. 1H NMR (CDCl3, 200 MHz): δ ppm=3.83 (s, 3H), 1.63 (s, 6H). the aqueous layer was extracted with additional ether (250 mL) washed with water (4×200 mL) dried over MgSO4 The solvent was evaporated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Hydrazine hydrate (1.8 mL, 35 mmol) was added to a solution of methyl 2-cyano-2-methylpropanoate (5.0 g, 35.0 mmol) in EtOH (5 mL), and the reaction mixture was stirred at room temperature for 1 h (monitored by TLC, eluant petroleum ether:EtOAc 7:3 v/v). The reaction mixture was diluted with diethyl ether and the precipitate formed was filtered. The clear filtrate was concentrated under reduced pressure to get 2-cyano-2-methylpropanehydrazide (1.75 g, yield 38%), which was carried through without further purification. MS (ESI) m/z: Calculated for C5H9N3O: 127.07. found: 128.2 (M+H)+. the precipitate formed was filtered The clear filtrate was concentrated under reduced pressure