反応 #219954

反応方程式

ethyl 2-oxocyclopentane carboxylate

potassium carbonate

1-bromo-iso-pentane

→

Ethyl 1-iso-pentyl-2-oxocyclopentane carboxylate

収率 72.6%

溶媒

acetone

反応条件

後処理

1. 1
   workup.STIRRINGThe reaction mixture was further stirred for about 15 minutes
2. 2
   workup.ADDITIONUpon the completion of the addition
3. 3
   温度the reaction mixture was heated
4. 4
   温度for reflux for 6 hours
5. 5
   ろ過The reaction mixture was filtered under the reduced pressure
6. 6
   洗浄the filter cake was washed with diethyl ether until its color
7. 7
   その他Pale yellow filtrate was collected
8. 8
   乾燥dried over anhydrous magnesium sulfate
9. 9
   その他the solvent was removed
10. 10
    workup.DISTILLATIONThe residue was distilled under reduced pressure, and 32.80 g of colorless liquid as a distillate cut of 142-147° C./15 mmHg
11. 11
    その他was collected

実験手順

Under vigorous agitation, 34.67 g (purity of 90%) of ethyl 2-oxocyclopentane carboxylate was added to 112.65 g (purity of 98%,) of ground anhydrous potassium carbonate, and after stirring for several minutes, to the mixture was added 100 ml of acetone. The reaction mixture was further stirred for about 15 minutes, then thereto was dropwise added 51.36 ml (purity of 98%) of 1-bromo-iso-pentane. Upon the completion of the addition, the reaction mixture was heated for reflux for 6 hours. The reaction mixture was filtered under the reduced pressure, and the filter cake was washed with diethyl ether until its color was purely white. Pale yellow filtrate was collected and dried over anhydrous magnesium sulfate, then the solvent was removed. The residue was distilled under reduced pressure, and 32.80 g of colorless liquid as a distillate cut of 142-147° C./15 mmHg was collected. Yield: 72.60%. MS: m/e 227(M30 +1), 226(M+), 211 (M+—CH3) 198(M+—CH2CH2) 171 (M+—OCH2CH3), 156 (M+—C5H11, base), 153(M+—CO2 CH2CH3), 127(155-CH2CH2), 111(156-OCH2CH3), 55.

出典