反应详情

To a solution of 3-bromonaphthalene-1-carbonitrile (0.69 g) and triisopropyl borate (0.89 g) in tetrahydrofuran (10 mL) was added n-butyl lithium (1.6 mL, 2.63 mol/L heptane solution) at −78° C. under an argon atmosphere. After warming to room temperature, the mixture was stirred at room temperature overnight. To the reaction mixture was added a saturated ammonium chloride aqueous solution at room temperature, and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated ammonium chloride aqueous solution and brine, dried over magnesium sulfate, and concentrated. The residue was suspended in n-hexane, and the solid was collected by filtration. The obtained solid was suspended in water. The suspension was acidified with hydrochloric acid, and the mixture was stirred for 30 minutes. The solid was collected by filtration, washed with water, and dried under reduced pressure to give the title compound (0.49 g).

1. extractionthe mixture was extracted with ethyl acetate
2. washThe organic layer was washed with a saturated ammonium chloride aqueous solution and brine
3. dry with materialdried over magnesium sulfate
4. concentrationconcentrated
5. filtrationthe solid was collected by filtration
6. stirringthe mixture was stirred for 30 minutes
7. filtrationThe solid was collected by filtration
8. washwashed with water
9. customdried under reduced pressure