反应详情

50.99 g (454.4 mmol) of potassium tert-butoxide were dissolved in 454 ml of abs. THF and cooled to 0° C. The solution was stirred vigorously, and 50 g (478.3 mmol) of cyclopropanecarbonyl chloride were added dropwise such that the reaction temperature did not exceed 50° C. (cooling required). After the addition has ended, the resultant suspension was stirred for another 30 min. After cooling, the reaction mixture was, under reduced pressure, concentrated to about one third of the original volume and then added to 2 liters of saturated aqueous ammonium chloride solution. The pH was adjusted to 8 by addition of saturated sodium bicarbonate solution and the mixture was then extracted three times with diethyl ether. The combined organic phases were dried over magnesium sulfate and concentrated under reduced pressure without heating (cold water bath). The residue was distilled at a bath temperature of about 85° C. and 42 mbar. This gave 43.1 g (63.2% of theory) of the target compound as a clear liquid.

1. customdid not exceed 50° C.
2. temperature(cooling required)
3. additionAfter the addition
4. temperatureAfter cooling
5. concentrationconcentrated to about one third of the original volume
6. additionadded to 2 liters of saturated aqueous ammonium chloride solution
7. additionThe pH was adjusted to 8 by addition of saturated sodium bicarbonate solution
8. extractionthe mixture was then extracted three times with diethyl ether
9. dry with materialThe combined organic phases were dried over magnesium sulfate
10. concentrationconcentrated under reduced pressure
11. temperaturewithout heating (cold water bath)
12. distillationThe residue was distilled at a bath temperature of about 85° C. and 42 mbar