反应详情

温度

-60 °C

To a suspension of 12.4 g (0.51 g-atoms) magnesium turnings in 190 ml tetrahydrofuran under a nitrogen atmosphere there is added 10 ml. of a solution of 103 g (0.424 mole) of 4'-bromoacetophenone ethylene ketal in 130 ml dry tetrahydrofuran. The reaction is started and the remainder of the bromoacetophenone ethylene ketal solution is added dropwise at a rate that maintains a moderate reflux. After the addition is complete, the mixture is refluxed for one hour. The resulting Grignard solution is added dropwise to a cold solution of 51.1 g (0.424 mole) pivaloyl chloride in 120 ml of dry tetrahydrofuran at a rate that maintains the temperature at 0° C. After addition the resulting solution is stirred for 1 hour at -60° C and then 1 additional hour at -10° C. The mixture is then poured onto ice and extracted with ether, the ether is washed with 2N sodium hydroxide and salt water, dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo. The resulting residue is triturated with petroleum ether to give 4'-(2-methyl-2-dioxolanyl)pivalophenone, m.p. 75°-82° C.

1. additionthere is added 10 ml
2. additionAfter the addition
3. temperaturethe mixture is refluxed for one hour
4. customat 0° C
5. additionAfter addition the resulting solution
6. customat -10° C
7. additionThe mixture is then poured onto ice
8. extractionextracted with ether
9. washthe ether is washed with 2N sodium hydroxide and salt water
10. dry with materialdried over anhydrous magnesium sulfate
11. filtrationfiltered
12. customevaporated in vacuo
13. customThe resulting residue is triturated with petroleum ether