ChemicalBook CAS DataBase List CYCLOHEXYL VINYL ETHER

CYCLOHEXYL VINYL ETHER synthesis

5synthesis methods

Product Name:CYCLOHEXYL VINYL ETHER
CAS Number:2182-55-0
Molecular formula:C8H14O
Molecular Weight:126.2

74-86-2
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108-93-0 Synthesis

108-93-0
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2182-55-0
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Yield:-

Reaction Conditions:

potassium hydroxide at 135; under 150.015 Torr;Industry scale;

Steps:

6
Example 4; Production Example I of High-Purity cyclohexyl vinyl ether; (Vinyl Ether Synthesis Step and Catalyst Removal Step); 2,500 g of cyclohexanol, 2,500 g of triethylene glycol dimethyl ether as a solvent and 250 g of potassium hydroxide were taken by metering, into a continuous reaction and distillation apparatus equipped with a reaction vessel of 10 liters (internal volume) and a distillation column of 10 theoretical plates. Dehydration was performed by nitrogen bubbling while heating at 120° C., to prepare a potassium alcoholate catalyst. Then, acetylene (20 kPa, 138 g/h) and cyclohexanol (529 g/h) were fed continuously; a reaction was carried out at 135° C.; and there was obtained, from the top of the distillation column, a crude cyclohexyl vinyl ether (636 g/h, composition: cyclohexyl vinyl ether 95 mass %, cyclohexanol 4 mass %, and other impurity 1 mass %).(Acetal Formation Step and Distillation and Purification Step)268.7 g of the crude cyclohexyl vinyl ether obtained in the above steps and 0.71 g (0.26 mass % relative to the crude cyclohexyl vinyl ether) of Amberlyst 15 DRY (trade name) were taken by metering, into a 500-ml, Erlenmeyer flask equipped with a stirrer bar, followed by stirring at room temperature for 10 minutes for a reaction. In the mixture after the reaction, the content of cyclohexanol was 0.1 mass % or less and there were 91 mass % of cyclohexyl vinyl ether and 8 mass % of acetaldehyde dicyclohexyl acetal (the remainder was other impurity). The Amberlyst 15 DRY was removed by filtration, after which distillation was carried out using an evaporator (inside pressure: 0.1 kPa, oil bath temperature set: 25° C., coolant temperature set: 0° C.) to obtain 201.8 g (recovery yield: 75.1%) of high-purity 2-cyclohexyl vinyl ether of 99 mass % or higher in purity.

References:

MARUZEN PETROCHEMICAL CO., LTD. US2010/249465, 2010, A1 Location in patent:Page/Page column 6

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75-20-7 Synthesis