英语翻译The resulting deep yellow oil was dissolved in 200 ml of pyridine and 100 ml of water was dropped in slowly while stirring in an ice bath.a After stirring for 10 min at room temperature,hexane-ethyl acetate (1:l) and water were introduced.The organic layer was separated and after washing with base,acid,and water,it was dried over magnesium sulfate and concentrated to give 41.2 g of a yellow solid.At this point the only contaminants remaining were
英语翻译
The resulting deep yellow oil was dissolved in 200 ml of pyridine and 100 ml of water was dropped in
slowly while stirring in an ice bath.a After stirring for 10 min at room temperature,hexane-ethyl acetate (1:l) and water were introduced.The organic layer was separated and after washing with base,acid,and water,it was dried over magnesium sulfate and concentrated to give 41.2 g of a yellow solid.At this point the only contaminants remaining were the keto acetate 3 and a small amount of starting olefin 1.Distillation afforded 27.9 g (48% yield) of dione 2,bp 83-85' (0.1 mm),mp 42.5-43.5';' the pot contained 12.3 g of essentially pure keto acetate 3.Using methanolic potassium hydroxide the keto acetate was hydrolyzed to the a-hydroxy ketone which in the same
reaction vessel,following the procedure of Blomquist and Goldstein,* was oxidized by cupric acetate to dione 2 in 90% yield (9.1 g) This raised the total isolated yield of a-diketone 2 to 37.0 g (63 %).
Reaction 2 was also performed on a large scale and 42.1 g(O.300 mol) of 1-decene (5) was transformed to 22.7 g (36% isolated yield) of keto acetate 6,mp 49-55°.9 With the following exceptions the procedure was identical with that described for oxidation of 1.108 g of anhydrous potassium acetatelo was added to the reaction mixture before permanganate addition ;
after permanganate addition,stirring was continued in the ice-salt bath for 5 hr.
由此产生的深黄色油溶解在200毫升吡啶中,冰水浴下缓慢滴加100ml水。升至室温下搅拌10分钟后,加入正己烷,乙酸乙酯(1:1)以及水萃取。有机层经碱洗酸洗水洗后分相,硫酸镁干燥后,浓缩得41.2 g黄色固体。此时唯一的剩余杂质是酮酯3和少量起始原料烯烃1。蒸馏得到27.9 g(48%的收率)的二酮2,沸点为83 - 85℃(0.1mmHg),熔点42.1 - 43.5℃。锅中残留的是足够纯的12.3g酮酯3,在氢氧化钾甲醇溶液作用下,将其水解为a-羟基酮,然后在醋酸铜的氧化下得到9.1g二酮2,收率90%,这使二酮2的总产量提升到了37g(63%收率)。
反应2也可进行放大,42.1 g(0.300mol) 1-癸烯(5)转换为22.7 g(分离收率36%)酮酯6,熔点49-55°。操作步骤与氧化1相同,除了在添加高锰酸盐之前要加入108克的无水醋酸钾。添加高锰酸盐后,冰水浴下继续搅拌5小时。
将黄色油状产物缓慢地在搅拌以及冰浴下溶解至200ml吡啶和100ml水的混合物中,在室温下继续搅拌十分钟后,加入1:1的乙酸乙基己酯将有机层分离后,分别用碱,酸,水洗,用无水硫酸镁干燥,浓缩成41.2g黄色固体,这时唯一的污染物残余为酮乙酸酯3和少量的起始产物烯烃1,蒸馏得到27.9g的二酮(收率48%)沸点83~85度(0.1Mpa),熔点 42.5~43.5度 锅中包括12.3g本质上纯的酮乙酸酯3,用氢氧化钾的甲醇溶液使之在同一容器中水解为a-羟基酮,接下来是 Blomquist和Goldstein的步骤,*被乙酸铜氧化为9.1g二酮2,收率90%,这使二酮2的总产量提升到了37g(63%收率)反应2也大规模的将进行,42.1g(0.300mol)1-癸烯被转化为 22.7g(36%独立产率)酮乙酸酯6,熔点 49~55度,9与以下描述1的氧化的异常过程是一致的,108g无水乙酸钾在加入高锰酸钾之前被加进反应混合物,加入高锰酸钾后,继续在冰浴中搅拌5个小时(手打辛苦,请采纳
将所产生的深黄色油脂溶解于200 ml的吡啶,然后在冰浴中搅动时,缓慢地滴进100 ml的水.在室温下搅动10分钟后,再加入正己烷乙酸乙酯和水(1:l) .将有机层分离后,以碱、酸和水冲洗,然后在硫酸镁上面烘干并浓缩成41.2克的...