反应详情

温度

-5 °C

The solution prepared in part A containing ethyl azidoacetate/Aliquat 336/methylene chloride totaling approximately 120 ml. in volume was cooled to approximately -5° C. in a 500 ml. round bottom 3-neck flask. When the solution reached -5° C., 69 grams (0.50 moles) of 99% pure isobutyl chloroformate (Aldrich) was added to the reaction mixture. The mixture was again allowed to cool to -5° C. whereupon 150 grams of crushed ice was next added to the well stirred reaction mixture. While maintaining the temperature of the reaction mixture at -5° C., 26.91 grams (0.55 moles) of sodium cyanide was added. After 30 minutes the phases were separated and the upper aqueous layer was washed twice with 5 ml. portions of methylene chloride and discarded. The methylene chloride extracts and separated organic phase were combined and stirred with silica gel at 0° C. for approximately 30 minutes. The mixture was filtered and the residue washed three times with 10 ml. aliquots of methylene chloride. The filtrate was returned to a 250 ml. round bottom 3-neck flask and distilled to recover approximately 110 ml. of methylene chloride.

1. customreached -5° C.
2. additionwas next added to the well
3. customreaction mixture
4. temperatureWhile maintaining the temperature of the reaction mixture at -5° C.
5. customAfter 30 minutes the phases were separated
6. washthe upper aqueous layer was washed twice with 5 ml
7. customThe methylene chloride extracts and separated organic phase
8. stirringstirred with silica gel at 0° C. for approximately 30 minutes
9. filtrationThe mixture was filtered
10. washthe residue washed three times with 10 ml
11. distillationround bottom 3-neck flask and distilled
12. customto recover approximately 110 ml