反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
A solution containing 77.5 g (362 mmol) of ethyl 9-oxodecanoate (prepared described in J. Amer. Chem. Soc., 68: 832 [1946]), 22.4 g (362 mmol) of ethylene glycol and 438 mg of p-toluenesulfonic acid in 150 ml of dry benzene was refluxed for 4.5 hr with a Dean Stark trap. A 7.0 ml portion of water (theoretical=6.5 g) collected in the trap. The solution was cooled to room temperature and then was washed with saturated aqueous sodium bicarbonate. The aqueous phase was back-extracted twice with ether. The combined ether extracts were dried over Na2SO4 and evaporated in vacuo and distilled in vacuo to give a 83.5% yield of the title compound. The product had the following physical characteristics:
WORKUP
后处理
- temperaturewas refluxed for 4.5 hr with a Dean Stark trap
- customA 7.0 ml portion of water (theoretical=6.5 g) collected in the trap
- washwas washed with saturated aqueous sodium bicarbonate
- extractionThe aqueous phase was back-extracted twice with ether
- dry with materialThe combined ether extracts were dried over Na2SO4
- customevaporated in vacuo
- distillationdistilled in vacuo