反应详情

To a stirred slurry of potassium t-butoxide (4.7 g, 42.0 mmol) in 30 mL tetrahydrofuran at 0° C. is added ethyl isocyanoacetate (4.53 g, 40.0 mmol). This is stirred for 30 mins whereupon a solution of β-tetralone (5.88 g, 40.0 mmol) in tetrahydrofuran (20 mL) is added dropwise. The reaction mixture is allowed to warm to room temperature and stirred for 3 hours. The reaction mixture is then recooled in an ice bath and to this is added acetic acid (2.5 g, 41.6 mmol), allowed to warm to room temperature and stirred for an additional 30 mins. The solvent is removed in-vacuo and the residue partitioned between water and ethyl acetate. The organic layer is washed with water and brine, dried over sodium sulfate, filtered, evaporated and crystallized from cyclohexane to give 4.67 g of a white solid (contains some E-isomer), MS: m/z 260.2 (M+1).

1. additionis added dropwise
2. customThe reaction mixture is then recooled in an ice bath
3. temperatureto warm to room temperature
4. stirringstirred for an additional 30 mins
5. customThe solvent is removed in-vacuo
6. customthe residue partitioned between water and ethyl acetate
7. washThe organic layer is washed with water and brine
8. dry with materialdried over sodium sulfate
9. filtrationfiltered
10. customevaporated
11. customcrystallized from cyclohexane