反应详情

温度

0 °C

4.2 grams (20.5 mmoles) of 4-(2,2-dimethyl-1-oxopropyl) benzamide is dissolved in 100 milliliters of dry tetrahydrofuran. The solution is cooled to 0° C., and 3.7 grams (22.6 mmoles) of potassium hydride (from a 24.5% mixture in mineral oil) which has been washed free of oil with hexane, is added. After hydrogen evolution has ceased, (approximately 2 hours), a solution of 4.6 grams (20.5 mmoles) of 4-(2,2-dimethyl-1-oxopropyl)-benzoyl chloride in 20 milliliters of dry tetrahydrofuran is added dropwise at 0° C. When addition is complete, the reaction mixture is concentrated in vacuo, and the residue is then dissolved in methylene dichloride and filtered to remove solids. The filtrate is purified by flash chromatography (3 inch column and 0.3% then 1% methanol/methylene chloride to elute) and crystallized from diethyl ether to yield the title product (m.p. 131°-132° C.).

1. additionis added
2. custom, (approximately 2 hours),
3. additionis added dropwise at 0° C
4. additionWhen addition
5. concentrationthe reaction mixture is concentrated in vacuo
6. dissolutionthe residue is then dissolved in methylene dichloride
7. filtrationfiltered
8. customto remove solids
9. customThe filtrate is purified by flash chromatography (3 inch column and 0.3%
10. wash1% methanol/methylene chloride to elute) and
11. customcrystallized from diethyl ether