Ethyl vinyl ether → HCID 14473821, compound

315 ml (3.3 moles) of ethyl vinyl ether and 12.5 mmoles of mercuric acetate, which rapidly dissolves, are fed into a three-neck flask of 500 ml capacity provided with a reflux condenser and mechanical stirrer and maintained under a nitrogen stream. 0.660 moles of diethylene chlorohydrin are dripped into the solution, the mixture then being heated under reflux until the ratio (gas-chromatographic analysis) of the chlorohydrin to the corresponding vinyl ether remains constant (20 hours). The mixture is then treated with anhydrous potassium carbonate (20 grams), most of the excess ethyl vinyl ether and by-product ethyl alcohol are removed under vacuum and the remaining mixture is filtered through a Gooch crucible. The filtrate is diluted with chloroform and extracted with water, the organic phase being dried with anhydrous sodium sulphate and filtered. After evaporating the solvent, the crude product is purified by preparative HPLC (stationary phase silica gel).

1. customare fed into a three-neck flask of 500 ml capacity
2. customprovided with a reflux condenser and mechanical stirrer
3. temperaturemaintained under a nitrogen stream
4. temperaturethe mixture then being heated
5. custom(20 hours)
6. customare removed under vacuum
7. filtrationthe remaining mixture is filtered through a Gooch crucible
8. additionThe filtrate is diluted with chloroform
9. extractionextracted with water
10. dry with materialthe organic phase being dried with anhydrous sodium sulphate
11. filtrationfiltered
12. customAfter evaporating the solvent
13. customthe crude product is purified by preparative HPLC (stationary phase silica gel)

ORD record

ord-e865df98999f4b07b7c17a52e2ee4ade

Source dataset

uspto-grants-1992_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05173205