SU595280A1 - Method of preparing arylperfluoroalkyl esters - Google Patents

Method of preparing arylperfluoroalkyl esters

Info

Publication number
SU595280A1
SU595280A1 SU742071094A SU2071094A SU595280A1 SU 595280 A1 SU595280 A1 SU 595280A1 SU 742071094 A SU742071094 A SU 742071094A SU 2071094 A SU2071094 A SU 2071094A SU 595280 A1 SU595280 A1 SU 595280A1
Authority
SU
USSR - Soviet Union
Prior art keywords
arylperfluoroalkyl
esters
preparing
hydrogen fluoride
raw material
Prior art date
Application number
SU742071094A
Other languages
Russian (ru)
Inventor
Виктор Михайлович Белоус
Лев Моисеевич ЯГУПОЛЬСКИЙ
Любовь Антоновна Алексеева
Сергей Васильевич Соколов
Алексей Иванович Пономарев
Original Assignee
Институт Органической Химии Ан Украинской Сср
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Институт Органической Химии Ан Украинской Сср filed Critical Институт Органической Химии Ан Украинской Сср
Priority to SU742071094A priority Critical patent/SU595280A1/en
Priority to JP12939075A priority patent/JPS5253828A/en
Priority to DE19752548458 priority patent/DE2548458A1/en
Priority to DD18914775A priority patent/DD121633A1/xx
Priority to GB4512075A priority patent/GB1466520A/en
Priority to FR7533504A priority patent/FR2291176A1/en
Priority to US05/728,598 priority patent/US4093665A/en
Application granted granted Critical
Publication of SU595280A1 publication Critical patent/SU595280A1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/27—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups
    • C07C205/35—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C205/36—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
    • C07C205/37—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

у налогично получают л-бромфенилтрифторыетиловый эфир, выход 3,70 г (78,4%), т. кип. 80-82 С/50 мм рт. ст.L-bromophenyl trifluoroethyl ether is obtained in tax, yield 3.70 g (78.4%), t. bales. 80-82 C / 50 mmHg Art.

Пример 3. Нагревают 6,7 г (0,02 моль) .«-бромфенилового эфира дифтор-(трифторметокси ) -jKcycHofi кислоты, 8 г фтористого водорода с 4 г четырехфтористой серы и обрабатывают аналогично примеру 1. Выход лг-бромфепилтетрафтор-2 - трифторметоксиэтилового эфира 5,46 г (76,5%), т. кии. 82-85°С/20 ммExample 3. 6.7 g (0.02 mol) are heated. “- difluoro- (trifluoromethoxy) -jKcycHofi acid bromophenyl ester, 8 g of hydrogen fluoride with 4 g of sulfur tetrafluoride and treated as in Example 1. Output lg-bromepepyltetrafluoro-2 - trifluoromethoxyethyl ether 5.46 g (76.5%), because cues. 82-85 ° C / 20 mm

рт. ст., rff 1,673, По 1,4063. Найдеио: MRo 52,43. Вычислеио: MRo 52,69.Hg Art., rff 1,673, According to 1.4063. Naidio: MRo 52.43. Calculated: MRo 52.69.

Найдеио, %: Вг 22,01, 22,30; F 37,44, 37,62. CgHiOaBrFr Вычислеио, %: Вг 22,41; F 37,25.Naidio,%: Br 22.01, 22.30; F 37.44, 37.62. CgHiOaBrFr Calcd.,%: Br 22.41; F 37.25.

Нример 4. В автоклаве из нержавеющей стали емкостью 70 мл иагревают 4,7 г (0,02 моль) трифторацетата лг-иитрофенола и 5 г фтористого водорода с 4 г четырехфтористой серы 2 ч при или выдерживают 12 ч при компатиой температуре. Затем обрабатывают аналогичио примеру 1.Example 4. In a 70 ml stainless steel autoclave with a capacity of 4.7 g (0.02 mol) of Lg-nitrophenol trifluoroacetate and 5 g of hydrogen fluoride with 4 g of sulfur tetrafluoride for 2 hours at or kept for 12 hours at compata temperature. Then process analogy example 1.

Нример 5. Обрабатывают 6,02 г (0,02 мол ) ж-иитрофенилового эфира дифтор-(трифторметокси ) -уксусной кислоты, 6 г фтористого водорода и 4 г четырехфтористой серы диалогично примеру 4. Выход ж-нитрофеиилтетрафтор-2-трифторметоксиэтилового эфира 5,4 г (83,6%), т. кии. 88-90°С/5 мм рт. ст.,Example 5. Handle 6.02 g (0.02 mol) of l-ititrophenyl difluoro- (trifluoromethoxy) acetic acid ether, 6 g of hydrogen fluoride and 4 g of sulfur tetrafluoride in the dialogical example 4. Output of g-nitrofeiyl tetrafluoro-2-trifluoromethoxyethyl ether 5 , 4 g (83.6%), t. Cues. 88-90 ° C / 5 mm Hg. Art.,

ftiJ 1,4085.ftiJ 1.4085.

Найдено, %: F 40,82, 40,95; N 4,24, 4,32.Found,%: F 40.82, 40.95; N 4.24, 4.32.

C9H404F7NC9H404F7N

Вычислено, %: F 41,17; N 4,33.Calculated,%: F 41.17; N 4.33.

Claims (1)

Формула изобретени Invention Formula Способ получени  арилперфторалкиловых эфиров обработкой соответствующих фениловых эфиров перфторкарбоновых кислот четырехфтористой серой в присутствии фтористого водорода с последующим выделением целевого иродукта, отличающийс  тем, что, с целью увеличени  выхода целевого продукта и расширени  сырьевой базы, фтористый водород примен ют безводным при концентрации исходных фениловых эфиров в ием, равной 40-50%, и процесс ведут при 20-100°С.The method of producing arylperfluoroalkyl ethers by treating the corresponding phenyl ethers of perfluorocarboxylic acids with sulfur tetrafluoride in the presence of hydrogen fluoride, followed by separation of the target product, characterized in that, in order to increase the yield of the target product and expand the raw material base, hydrogen fluoride is used anhydrous at the concentration of the starting material in the initial fyrm of the initial product, and the expansion of the raw material base. equal to 40-50%, and the process is carried out at 20-100 ° C.
SU742071094A 1974-11-01 1974-11-01 Method of preparing arylperfluoroalkyl esters SU595280A1 (en)

Priority Applications (7)

Application Number Priority Date Filing Date Title
SU742071094A SU595280A1 (en) 1974-11-01 1974-11-01 Method of preparing arylperfluoroalkyl esters
JP12939075A JPS5253828A (en) 1974-11-01 1975-10-29 Process for preparing aryl perfluoroalkyl ester
DE19752548458 DE2548458A1 (en) 1974-11-01 1975-10-29 ARYL PERFLUORALKYL ETHER AND PROCESS FOR THEIR PRODUCTION
DD18914775A DD121633A1 (en) 1974-11-01 1975-10-30
GB4512075A GB1466520A (en) 1974-11-01 1975-10-31 Aryl perfluoro-alkyl ethers and method of producing them
FR7533504A FR2291176A1 (en) 1974-11-01 1975-11-03 ARYLPERFLUOROALCOYL ETHERS AND THEIR PREPARATION PROCESS
US05/728,598 US4093665A (en) 1974-11-01 1976-09-29 Aryl perfluoro-alkyl ethers and method of producing them

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
SU742071094A SU595280A1 (en) 1974-11-01 1974-11-01 Method of preparing arylperfluoroalkyl esters

Publications (1)

Publication Number Publication Date
SU595280A1 true SU595280A1 (en) 1978-02-28

Family

ID=20599500

Family Applications (1)

Application Number Title Priority Date Filing Date
SU742071094A SU595280A1 (en) 1974-11-01 1974-11-01 Method of preparing arylperfluoroalkyl esters

Country Status (6)

Country Link
JP (1) JPS5253828A (en)
DD (1) DD121633A1 (en)
DE (1) DE2548458A1 (en)
FR (1) FR2291176A1 (en)
GB (1) GB1466520A (en)
SU (1) SU595280A1 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4727187A (en) * 1984-06-15 1988-02-23 Ciba-Geigy Corporation Process for the preparation of α, α-difluoroalkyl phenyl ether derivatives

Also Published As

Publication number Publication date
DD121633A1 (en) 1976-08-12
DE2548458A1 (en) 1976-05-20
FR2291176A1 (en) 1976-06-11
JPS5253828A (en) 1977-04-30
FR2291176B1 (en) 1979-04-06
GB1466520A (en) 1977-03-09
JPS54896B2 (en) 1979-01-18

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