反应详情

Sodium hydride (60%, 1.6 g) was suspended into 20 ml of dry tetrahydrofuran/15 ml of dry N,N-dimethyl formamide, and 7.6 ml of diethyl malonate was added dropwise under ice-cooling. The mixture was stirred for 15 minutes. A solution of 5 g of 3-bromobenzyl bromide/10 ml of dry tetrahydrofuran was then added, and stirred for 1 hour under ice-cooling. To the reaction solution was added ice-cold water, and extracted with ether, washed with brine, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by silica gel column chromatography (Wakogel® C-200, n-hexane: ethyl acetate=10:1) to provide 5.41 g of the objective compound as colorless oil.

1. additionwas added dropwise under ice-
2. temperaturecooling
3. stirringstirred for 1 hour under ice-
4. temperaturecooling
5. additionTo the reaction solution was added ice-cold water
6. extractionextracted with ether
7. washwashed with brine
8. dry with materialdried over anhydrous magnesium sulfate
9. concentrationconcentrated
10. customThe residue was purified by silica gel column chromatography (Wakogel® C-200, n-hexane: ethyl acetate=10:1)