反应详情

To a suspension of 1-methoxy-piperidin-4-one oxime (240 g, 1.66 mol) and potassium dihydrogen phosphate (792.9 g, 5.83 mol) in water (200 ml) at 0-5° C. was added a solution of potassium cyanide (195.1 g, 3.0 mol) in water (200 ml) dropewise (caution!). The reaction mixture was stirred at room temperature overnight (stoppered flask), treated with another portion of potassium dihydrogen phosphate (79.3 g, 0.58 mol) and further stirred at room temperature over another night. The mixture was flushed with nitrogen, the semi-solid removed by filtration and dissolved in ethyl acetate. The aqueous layer was extracted twice with ethyl acetate, all organic layers combined, washed with water and brine, dried over sodium sulfate and concentrated. The residue was triturated with cold diethyl ether, filtered and dried. Yield: 230.8 g of 4-hydroxyamino-1-methoxy-piperidine-4-carbonitrile as a tan solid, mp 130-131° C.

1. stirringfurther stirred at room temperature over another night
2. customThe mixture was flushed with nitrogen
3. customthe semi-solid removed by filtration
4. dissolutiondissolved in ethyl acetate
5. extractionThe aqueous layer was extracted twice with ethyl acetate
6. washwashed with water and brine
7. dry with materialdried over sodium sulfate
8. concentrationconcentrated
9. customThe residue was triturated with cold diethyl ether
10. filtrationfiltered
11. customdried