反応 #51600

反応方程式

Cesium carbonate

ethyl 4,4,4-trifluoroacetoacetate

methyl tosylate

→

product

収率 60.1%

Ethyl 3-methoxy-3-trifluoromethylacrylate

収率 60.1%

溶媒

dimethylformamide

dimethylformamide

反応条件

後処理

1. 1
   workup.ADDITIONwas added to the resulting reaction mixture within 40 minutes
2. 2
   温度The mixture was heated for 3 hours
3. 3
   温度cooled to room temperature
4. 4
   抽出Upon dilution with water (800 ml) the reaction mixture was extracted with diethyl ether three times
5. 5
   洗浄The combined organic phases were washed with water
6. 6
   その他dried
7. 7
   濃縮The mixture was concentrated
8. 8
   workup.DISTILLATIONthe residue distilled under reduced pressure

実験手順

Cesium carbonate (132.8 g) was added to a mixture of ethyl 4,4,4-trifluoroacetoacetate (75.0 g) and dimethylformamide (400 ml). The reaction mixture was heated to 20° C. for 30 minutes. A mixture of methyl tosylate (83.4 g) and dimethylformamide (150 ml) was added to the resulting reaction mixture within 40 minutes. The mixture was heated for 3 hours and cooled to room temperature. Upon dilution with water (800 ml) the reaction mixture was extracted with diethyl ether three times. The combined organic phases were washed with water and dried. The mixture was concentrated and the residue distilled under reduced pressure to yield the product as a clear liquid (48.5 g, 60%) with a boiling point of 62-70° C. at 12 mm.

出典