# US 5,705,710 A · Process for the synthesis of hexafluoroisopropyl ethers

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- Number: US 5,705,710 A
- Document ID: US5705710A
- Status: Granted
- Kind: A
- Application number: 08/783,758
- Filed: 1997-01-15
- Granted: 1998-01-06
- Earliest claimed: 1997-01-15
- Assignees: University of Iowa Research Foundation
- Inventors: Max T. Baker; John H. Tinker; Jan A. Ruzicka
- Web page: https://patentgrep.com/patent/US5705710A

## CPC

- C07C 41/22: by introduction of halogens; by substitution of halogen atoms by other halogen atoms
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

This invention relates to a method of synthesizing 1,1,1,3,3,3-hexafluoroisopropyl ether compounds from the reaction of methoxymalanonitrile with a bromine trifluoride composition.

## Claims

### Claim 1

A method of synthesizing methyl 1,1,1,3,3,3-hexafluoroisopropyl ether comprising the reaction of methoxymalononitrile with a bromine trifluoride composition.

### Claim 2 (depends on 1)

A method of synthesizing methyl 1,1,1,3,3,3-hexafluoroisopropyl ether according to claim 1, comprising having the reaction of methoxymalononitrile with a bromine trifluoride composition at temperatures between approximately 20.degree. C. and 60.degree. C.

### Claim 3 (depends on 2)

A method of synthesizing methyl 1,1,1,3,3,3-hexafluoroisopropyl ether according to claim 2, comprising having the reaction of a bromine trifluoride composition with methoxymalononitrile in the absence of a solvent.

### Claim 4 (depends on 3)

A method of synthesizing methyl 1,1,1,3,3,3-hexafluoroisopropyl ether according to claim 3, comprising having the reaction of methoxymalononitrile with a bromine trifluoride composition comprised of BrF, BrF.sub.2, BrF.sub.3, BrF.sub.4 and Br.sub.2.

### Claim 5 (depends on 4)

A method of synthesizing methyl 1,1,1,3,3,3-hexafluoroisopropyl ether according to claim 4, comprising having the reaction of a bromine trifluoride composition with methoxymalononitrile in a sealed vessel with the components liquified and agitated, and discharging gas products via a cold trap to condense and collect the said methyl 1,1,1,3,3,3-hexafluoroisopropyl ether.

### Claim 6

A method of synthesizing fluoromethyl 1,1,1,3,3,3-hexafluoroisopropyl ether (sevoflurane) by reacting methoxymalononitrile with a bromine trifluoride composition.

### Claim 7 (depends on 6)

A method of synthesizing fluoromethyl 1,1,1,3,3,3-hexafluoroisopropyl ether (sevoflurane) according to claim 6, comprising having the reaction of methoxymalononitrile with a bromine trifluoride composition at temperatures between approximately 20.degree. C. and 60.degree. C.

### Claim 8 (depends on 7)

A method of synthesizing fluoromethyl 1,1,1,3,3,3-hexafluoroisopropyl ether (sevoflurane) according to claim 7, comprising having the reaction of a bromine trifluoride composition with methoxymalononitrile in the absence of a solvent.

### Claim 9 (depends on 8)

A method of synthesizing fluoromethyl 1,1,1,3,3,3-hexafluoroisopropyl ether (sevoflurane) according to claim 8, comprising having the reaction of methoxymalononitrile with a bromine trifluoride composition comprised of BrF, BrF.sub.2, BrF.sub.3, BrF.sub.4 and Br.sub.2.

### Claim 10 (depends on 9)

A method of synthesizing fluoromethyl 1,1,1,3,3,3-hexafluoroisopropyl ether (sevoflurane) according to claim 9, comprising having the reaction of methoxymalononitrile with a bromine trifluoride composition in a sealed vessel with the components liquified and agitated, and discharging gas products via a cold trap to condense and collect the said sevoflurane.

### Claim 11 (depends on 5)

A method of synthesizing fluoromethyl 1,1,1,3,3,3-hexafluoroisopropyl ether (sevoflurane), comprising first synthesizing methyl 1,1,1,3,3,3-hexafluoroisopropyl ether according to claim 5, and then returning the synthesized methyl 1,1,1,3,3,3-hexafluoroisopropyl ether to the sealed vessel and bromine trifluoride composition for synthesizing fluoromethyl 1,1,1,3,3,3-hexafluoroisopropyl ether (sevoflurane) according to the continuation of the reaction of claim 5.

### Claim 12

A method of simultaneously synthesizing fluoromethyl 1,1,1,3,3,3-hexafluoroisopropyl ether (sevoflurane) and methyl 1,1,1,3,3,3-hexafluoroisopropyl ether by reacting methoxymalononitrile with a bromine trifluoride composition.

### Claim 13 (depends on 12)

A method of simultaneously synthesizing fluoromethyl 1,1,1,3,3,3-hexafluoroisopropyl ether (sevoflurane) and methyl 1,1,1,3,3,3-hexafluoroisopropyl ether according to claim 12, comprising having the reaction of methoxymalononitrile with a bromine trifluoride composition at temperatures between approximately 20.degree. C. and 60.degree. C.

### Claim 14 (depends on 13)

A method of simulaneously synthesizing fluoromethyl 1,1,1,3,3,3-hexafluoroisopropyl ether (sevoflurane) and methyl 1,1,1,3,3,3-hexafluoroisopropyl ether according to claim 13, comprising having the reaction of a bromine trifluoride composition with methoxymalononitrile in the absence of a solvent.

### Claim 15 (depends on 14)

A method of simultaneously synthesizing fluoromethyl 1,1,1,3,3,3-hexafluoroisopropyl ether (sevoflurane) and methyl 1,1,1,3,3,3-hexafluoroisopropyl ether according to claim 14, comprising having the reaction of of methoxymalononitrile with a bromine trifluoride composition comprised of BrF, BrF.sub.2, BrF.sub.3, BrF.sub.4 and Br.sub.2.

### Claim 16 (depends on 15)

A method of simultaneously synthesizing methyl 1,1,1,3,3,3-hexafluoroisopropyl ether and fluoromethyl 1,1,1,3,3,3-hexafluoroisopropyl ether (sevoflurane) according to claim 15, comprising having the reaction of methoxymalononitrile with a bromine trifluoride composition in a sealed vessel with the components liquidified and agitated, and discharging gas products via a cold trap to condense and collect the said ethers.

### Claim 17 (depends on 16)

A method of synthesizing fluoromethyl 1,1,1,3,3,3-hexafluoroisopropyl ether (sevoflurane), according to claim 16, comprising returning the synthesized methyl 1,1,1,3,3,3-hexafluoroisopropyl ether back to the sealed vessel and bromine trifluoride for synthesizing fluoromethyl 1,1,1,3,3,3-hexafluoroisopropyl ether (sevoflurane) according to the continuation of the reaction of claim 16.
