Ethyl vinyl ether → 3-(1-Ethoxyethoxy)-3-methyl-butane-2-one

In a 200 ml three-necked flask equipped with a mechanical stirrer, dropping funnel, reflux condenser, and a nitogen-inlet tube, 15 gm (147 mmol) of 3-methyl-3-hydroxy-2-butanone, 500 mg (2.0 mmol) of pyridinium p-toluenesulfonate and 100 ml of anhydrous methylenechloride were mixed with stirring under nitrogen stream, and 11.7 gm (162 mmol) of ethyl vinyl ether was added dropwise at room temperature for 3 hours while stirring. After the reaction, the reaction mixture was washed with 5% aqueous sodium hydrogen carbonate, and then the mixture was extracted with chloroform. The extract was dried over anhydrous sodium sulfate and the solvent was removed by evaporation to give a crude product. Distillation of the crude product afforded 17.09 gm of 3-(1-ethoxyethoxy)-3-methyl-butane-2-one (b.p. 38-40/l mmHg, yield: 66%).

1. customIn a 200 ml three-necked flask equipped with a mechanical stirrer
2. temperaturereflux condenser, and a nitogen-inlet tube
3. additionwas added dropwise at room temperature for 3 hours
4. customAfter the reaction
5. washthe reaction mixture was washed with 5% aqueous sodium hydrogen carbonate
6. extractionthe mixture was extracted with chloroform
7. dry with materialThe extract was dried over anhydrous sodium sulfate
8. customthe solvent was removed by evaporation
9. customto give a crude product
10. distillationDistillation of the crude product

ORD record

ord-6e5e6da8d57d4271aa8486aa8815349c

Source dataset

uspto-grants-1993_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05191121