2-(1-methoxy-2-phenylethylidene)propanedinitrile

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

Procedure: A mixture of (1-methoxy-2-phenylethylidene)malononitrile (prepared by the method of B. C. Kraybill et al., J. Am. Chem. Soc. 2002, 124, 12118-12128; 10 g, 50 mmol) and methylhydrazine (2.3 g, 50 mmol) in ethanol (120 mL) was heated to reflux for 10 minutes. The reaction was concentrated in vacuo, and the residue was diluted with water (200 mL) and extracted with EtOAc (3×100 mL). The combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure to afford C10 as a yellow solid. Yield: 10 g, 47 mmol, 94%. prepared by the method of B to reflux for 10 minutes The reaction was concentrated in vacuo the residue was diluted with water (200 mL) extracted with EtOAc (3×100 mL) The combined organic layers were washed with brine dried over sodium sulfate filtered concentrated under reduced pressure to afford C10 as a yellow solid