3-methoxy-2-propan-2-ylbenzonitrile

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

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a mixture of 2.76 g (0.115 mol) of magnesium in 75 mL of diethylether, was slowly added 24.31 g (0.143 mol) isopropyl iodide. The resulting reaction mixture was allowed to react until all of the magnesium was consumed. Then, a solution of 15.0 g (0.92 mol) of 2,3-dimethoxy benzonitrile in 75 mL of diethylether was added over ninety minutes. The resulting reaction mixture was reacted overnight at room temperature and then refluxed for four hours. The resultant reaction mixture was then cooled to 0° C., and the top layer was decanted into saturated ammonium chloride and ice. The resultant layers were separated and the organic layer was washed sequentially with a dilute sodium hydroxide solution, water, and a dilute hydrochloric acid solution, dried over sodium sulfate, filtered and then concentrated to provide an orange oil. This oil was distilled under reduced pressure (5 inch vigreux column; 0.2 mm Hg) to provide 6.25 g of an orange oil. The resulting reaction mixture was consumed The resulting reaction mixture was reacted overnight at room temperature refluxed for four hours The resultant reaction mixture the top layer was decanted into saturated ammonium chloride and ice The resultant layers were separated the organic layer was washed sequentially with a dilute sodium hydroxide solution, water a dilute hydrochloric acid solution, dried over sodium sulfate filtered concentrated to provide an orange oil This oil was distilled under reduced pressure (5 inch vigreux column; 0.2 mm Hg)

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a mixture of 2.76 g (0.115 mol) of magnesium in 75 mL of diethylether, was slowly added 24.31 g (0.143 mol) isopropyl iodide. The resulting reaction mixture was allowed to react until all of the magnesium was consumed. Then, a solution of 15.0 g (0.92 mol) of 2,3-dimethoxy benzonitrile in 75 mL of diethylether was added over ninety minutes. The resulting reaction mixture was reacted overnight at room temperature and then refluxed for four hours. The resultant reaction mixture was then cooled to 0° C., and the top layer was decanted into saturated ammonium chloride and ice. The resultant layers were separated and the organic layer was washed sequentially with a dilute sodium hydroxide solution, water, and a dilute hydrochloric acid solution, dried over sodium sulfate, filtered and then concentrated to provide an orange oil. This oil was distilled under reduced pressure (5 inch vigreux column; 0.2 mm Hg) to provide 6.25 g of an orange oil. The resulting reaction mixture was consumed The resulting reaction mixture was reacted overnight at room temperature refluxed for four hours The resultant reaction mixture the top layer was decanted into saturated ammonium chloride and ice The resultant layers were separated the organic layer was washed sequentially with a dilute sodium hydroxide solution, water a dilute hydrochloric acid solution, dried over sodium sulfate filtered concentrated to provide an orange oil This oil was distilled under reduced pressure (5 inch vigreux column; 0.2 mm Hg)

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

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a mixture of 2.76 g (0.115 mol) of magnesium in 75 mL of diethylether, was slowly added 24.31 g (0.143 mol) isopropyl iodide. The resulting reaction mixture was allowed to react until all of the magnesium was consumed. Then, a solution of 15.0 g (0.92 mol) of 2,3-dimethoxy benzonitrile in 75 mL of diethylether was added over ninety minutes. The resulting reaction mixture was reacted overnight at room temperature and then refluxed for four hours. The resultant reaction mixture was then cooled to 0° C., and the top layer was decanted into saturated ammonium chloride and ice. The resultant layers were separated and the organic layer was washed sequentially with a dilute sodium hydroxide solution, water, and a dilute hydrochloric acid solution, dried over sodium sulfate, filtered and then concentrated to provide an orange oil. This oil was distilled under reduced pressure (5 inch vigreux column; 0.2 mm Hg) to provide 6.25 g of an orange oil. The resulting reaction mixture was consumed The resulting reaction mixture was reacted overnight at room temperature refluxed for four hours The resultant reaction mixture the top layer was decanted into saturated ammonium chloride and ice The resultant layers were separated the organic layer was washed sequentially with a dilute sodium hydroxide solution, water a dilute hydrochloric acid solution, dried over sodium sulfate filtered concentrated to provide an orange oil This oil was distilled under reduced pressure (5 inch vigreux column; 0.2 mm Hg)