反应详情

A flask was charged with (1-naphthalenylmethylene)-propanedinitrile of Example 3 (408 mg, 2 mmol) and 10 mL anhydrous tetrahydrofuran. To this stirred solution was added, at room temperature, ortho-tolyl magnesium bromide (1.2 mL, 2.4 mmol, 2 M in tetrahydrofuran). The reaction was stirred 1.5 hours, after which it was quenched with 1 N hydrochloric acid and taken up in ethyl acetate. The organic layer was washed with saturated aqueous sodium bicarbonate, brine, dried over magnesium sulfate, filtered, and evaporated to dryness. Following purification on silica (20% ethyl acetate/hexanes) 455 mg product was isolated as an off white foam.

1. additionTo this stirred solution was added, at room temperature
2. customafter which it was quenched with 1 N hydrochloric acid
3. washThe organic layer was washed with saturated aqueous sodium bicarbonate, brine
4. dry with materialdried over magnesium sulfate
5. filtrationfiltered
6. customevaporated to dryness
7. custompurification on silica (20% ethyl acetate/hexanes) 455 mg product
8. customwas isolated as an off white foam