تفاعل #507438

معادلة التفاعل

ethyl acetate

trifluoroacetophenone

hydrochloric acid

→

desired product

المردود 97.0%

ethyl trifluoro-3-hydroxy-3-phenylbutanoate

المردود 97.0%

المذيبات

tetrahydrofuran

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىThen, the layers were separated
2. 2
   غسيلThe organic layer was washed successively with 5 mL (×2) of 1N hydrochloric acid, 5 mL of water, 5 mL (×2) of an aqueous saturated sodium bicarbonate solution, and 5 mL (×2) of an aqueous saturated sodium chloride solution
3. 3
   غسيلAfter washing
4. 4
   تجفيفthe organic layer was dried with anhydrous magnesium sulfate
5. 5
   تركيزConcentration under reduced pressure

الإجراء التجريبي

Under argon atmosphere, 20 mL (10.7 mmol, 2 equivalents) of the solution of ethyl bromozincacetate in tetrahydrofuran obtained in Example 43 was added dropwise to a solution of 0.75 mL (5.35 mmol) of trifluoroacetophenone in 2.75 mL of THF at 7˜9° C. The mixture was stirred at 4˜5° C. for 4 hours. 10 mL of 1N hydrochloric acid was added dropwise at 20° C. or lower, followed by dilution with 30 mL of ethyl acetate. Then, the layers were separated. The organic layer was washed successively with 5 mL (×2) of 1N hydrochloric acid, 5 mL of water, 5 mL (×2) of an aqueous saturated sodium bicarbonate solution, and 5 mL (×2) of an aqueous saturated sodium chloride solution. After washing, the organic layer was dried with anhydrous magnesium sulfate. Concentration under reduced pressure afforded 1.54 g of the desired product (NMR yield 97%; internal standard dioxane).

المصدر