反应详情

温度

10 °C

To 191.4 g of tris-trimethylsilyloxyethylene (Example 267) containing 15 drops of stannic tetrachloride under argon with stirring at 10° C. is added 87 g of 5-bromopentanoyl chloride (Example 274) dropwise. After one-half of the acid chloride is added, the mixture is stirred until an exotherm ensues. The remaining acid chloride is added dropwise maintaining the reaction exotherm at 65° C. The mixture is then stirred for 2.5 hours. The mixture is slowly poured into a stirred mixture of 100 ml. of 0.6 N hydrochloric acid and 200 ml of tetrahydrofuran. The mixture is stirred for 30 minutes and poured into brine. The mixture is extracted with ether. The ether solution is washed with saturated sodium bicarbonate and dried over magnesium sulfate. The solvent is removed. The residue is mixed with petrolium ether and cooled in dry-ice-acetone to induce crystallization. The petrolium ether is decanted and the solid is dried at reduced pressure to give 64.72 g of the title compound.

1. stirringthe mixture is stirred until an exotherm ensues
2. temperaturemaintaining
3. customthe reaction exotherm at 65° C
4. stirringThe mixture is then stirred for 2.5 hours
5. additionThe mixture is slowly poured into a stirred mixture of 100 ml
6. stirringThe mixture is stirred for 30 minutes
7. extractionThe mixture is extracted with ether
8. washThe ether solution is washed with saturated sodium bicarbonate
9. dry with materialdried over magnesium sulfate
10. customThe solvent is removed
11. additionThe residue is mixed with petrolium ether
12. temperaturecooled in dry-ice-acetone
13. customcrystallization
14. customThe petrolium ether is decanted
15. customthe solid is dried at reduced pressure