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英语翻译The resulting deep yellow oil was dissolved in 200 ml of
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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.
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.
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.
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