ChemicalBook CAS DataBase List Desflurane

Desflurane synthesis

5synthesis methods

Product Name:Desflurane
CAS Number:57041-67-5
Molecular formula:C3H2F6O
Molecular Weight:168.04

Synthesis of desflurane: It is starting with hexaflouropropene epoxide (CF3(CFOCF2)) by passing the gaseous epoxid through methanol to form methyl 2-methoxytetraflouropropionate (CF3CF(OCH3)COOCH3) and HF. Which is hydrolyzed to form the acid (CF3CF(OCH3)COOH) in the presence of an inorganic base, such as aqueous potassium hydroxide. The acid is then decarboxylated with glycol by heating it, to form 1,2,2,2-tetraflouroethyl methyl ether (CF3CFHOCH3), which is chlorinated in the following step by using chlorine gas, till the methyl-group is completely chlorinated to CHCl2 and CCl3 and no more CH2Cl is detected. The reason for this is, that all CCl3-groups can be converted to CHCl2 by using isopropanol. Last step is using HF and SBCL5 or BrF3 to form the product desflurane, which is again for high purity distillated.

26675-46-7 Synthesis

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Yield:57041-67-5 72.7%

Reaction Conditions:

with pyridine-hydrogen fluoride complex;hydrogen fluoride at 320;Inert atmosphere;Temperature;

Steps:

1; 2; 3; 4 Comparative Examples 1-4
Provided was a cylindrical reaction tube with an electric furnace as a gas-phase reactor (SUS 316L-made, diameter: 2.5 cm, length: 40 cm). The reaction tube was packed with 100 mL of the catalyst prepared in Preparation Example 1. The temperature of the reaction tube was raised to 180° C. while flowing nitrogen gas at a flow rate of about 10 mL/min through the reaction tube. Hydrogen fluoride was introduced into the reaction tube at a rate of about 0.1 g/min for 1 hour. Subsequently, 1-chloro-2,2,2-trifluoroethyl difluoromethyl ether (isoflurane; 99.9 GC %) as a raw material was supplied at a rate of about 0.1 g/min (contact time: 25 seconds) into the reaction tube. The reaction became stable after the lapse of 1 hour from the initiation of the reaction. In this state, a gas flowing out of the reaction tube was blown into water to remove an acidic gas component. The thus-obtained product gas was analyzed by gas chromatography.

References:

Central Glass Company, Limited;HOSOI, Kenji;WATANABE, Mineo;IMURA, Hideaki;HIROTAKI, Kensuke;UESHIMA, Naoya US2019/345086, 2019, A1 Location in patent:Paragraph 0180-0183

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