反应详情

To 15 ml of liquid phosgene in a 50 ml round bottom flask, equipped with a thermometer, magnetic stirring bar, dry ice condenser and dropping funnel, was added 5 g. (0.0254 m) of 2-t-butylazo-2-cyano-5-hydroxypentane (from XIV) over 1 hour, holding the temperature at 0° C with an ice bath. After the addition was complete, the reaction was stirred an additional 11/2 hours, letting the temperature slowly rise to room temperature. The dry ice condenser was removed and the excess phosgene stripped off with a water aspirator. The chloroformate was taken up in pentane, dried over anhydrous Na2SO4, filtered and the pentane stripped off to give 5.4 g. (82% yield) of 4-t-butylazo-4-cyanopentyl chloroformate which assayed 92.4%.

1. additionwas added 5 g
2. customat 0° C
3. additionAfter the addition
4. customslowly rise to room temperature
5. customThe dry ice condenser was removed
6. dry with materialdried over anhydrous Na2SO4
7. filtrationfiltered
8. customto give 5.4 g