反应 #944011

反应方程式

potassium t-butoxide

methyl acetoacetate

4-methylthiophenacyl bromide

→

title compound

收率 84.9%

Methyl 2-(4-methylthiophenacyl)acetoacetate

收率 84.9%

溶剂

2-methyl-2-propanol

benzene

反应条件

后处理

1. 1
   workup.STIRRINGThe mixture was then stirred at 60° C. for 3 hours
2. 2
   温度after which it was cooled
3. 3
   萃取extracted with ethyl acetate
4. 4
   萃取The organic extract
5. 5
   洗涤was washed with a saturated aqueous solution of sodium chloride
6. 6
   干燥dried over anhydrous magnesium sulfate
7. 7
   其他The solvent was then removed by distillation under reduced pressure
8. 8
   洗涤eluted with a 1:4 by volume mixture of ethyl acetate and hexane

实验过程

2.28 g (19.7 mmol) of methyl acetoacetate were dissolved in 40 ml of 2-methyl-2-propanol, and 2.21 g (19.7 mmol) of potassium t-butoxide were added to the resulting solution under a nitrogen atmosphere. The mixture was then stirred at room temperature for 1 hour, after which a solution of 4.82 g (19.7 mmol) of 4-methylthiophenacyl bromide in 30 ml of benzene was added dropwise to the resulting mixture. The mixture was then stirred at 60° C. for 3 hours, after which it was cooled. It was then poured into ice-water and extracted with ethyl acetate. The organic extract was washed with a saturated aqueous solution of sodium chloride, and then dried over anhydrous magnesium sulfate. The solvent was then removed by distillation under reduced pressure. The resulting residue was applied to a silica gel chromatography column and eluted with a 1:4 by volume mixture of ethyl acetate and hexane, to give 4.42 g (yield 80%) of the title compound as a slightly yellow powder.

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