Preparation of fluorine-containing diphenyl ethers
원문보기
IPC분류정보
국가/구분
United States(US) Patent
등록
국제특허분류(IPC7판)
C07C-065/21
C07C-025/13
C07C-121/75
C07C-143/74
출원번호
US-0226023
(1981-01-19)
우선권정보
GB-19800003886 (1980-02-05)
발명자
/ 주소
Cartwright, David
Salmon, Roger
Williams, Alfred G.
출원인 / 주소
Imperial Chemical Industries Limited
대리인 / 주소
Cushman, Darby & Cushman
인용정보
피인용 횟수 :
8인용 특허 :
6
초록▼
A method of preparing a diphenyl ether compound of the formula (II) ##STR## wherein X is F, Cl or Br; Z is hydrogen, halogen, NO 2 of CN; and W is methyl, cyano, CH 3 CO--, or a group --C--OR, wherein R is --OH; --OM wherein M is a cation; OR 1 wherein R 1 is an optionally substituted aliphatic radi
A method of preparing a diphenyl ether compound of the formula (II) ##STR## wherein X is F, Cl or Br; Z is hydrogen, halogen, NO 2 of CN; and W is methyl, cyano, CH 3 CO--, or a group --C--OR, wherein R is --OH; --OM wherein M is a cation; OR 1 wherein R 1 is an optionally substituted aliphatic radical; --NR 2 R 3 wherein R 2 and R 3 are each hydrogen or an optionally substituted aliphatic radical; or --NHSO 2 R 4 wherein R 4 is alkyl of 1 to 6 carbon atoms, which comprises reacting a 3-X-substituted-4,5-difluorobenzotrifluoride with a salt of a 3,4-W,Z-substituted phenol. The invention further comprises novel 3-X-4,5-difluorobenzotrifluorides for use in the process.
대표청구항▼
1. A process of preparing compounds of the formula (II) ##STR## wherein X is fluorine, chlorine or bromine, Z is hydrogen, fluorine, chlorine, bromine, iodine, nitro, or cyano, and W is a methyl group, a cyano group, an acetyl group, or a group ##STR## wherein R is OH; OM wherein M is a cation; OR 1
1. A process of preparing compounds of the formula (II) ##STR## wherein X is fluorine, chlorine or bromine, Z is hydrogen, fluorine, chlorine, bromine, iodine, nitro, or cyano, and W is a methyl group, a cyano group, an acetyl group, or a group ##STR## wherein R is OH; OM wherein M is a cation; OR 1 wherein R 1 is an optionally substituted aliphatic radical; --NR 2 R 3 wherein R 2 and R 3 are each hydrogen or an optionally substituted aliphatic radical; or --NHSO 2 R 4 wherein R 4 is an alkyl radical of 1 to 6 carbon atoms, which comprises reacting a 3-X-substituted-4,5-difluorobenzotrifluoride with a salt of a 3,4-W,Z-substituted phenol in a solvent or diluent for the reactants, and in the case when W is --CO 2 H or --CONHSO 2 R 4 acidifying the product of the reaction, and recovering the compound of formula (II). 2. A process as claimed in claim 1 wherein X is chlorine or fluorine, W is a --CO 2 H or --CONHSO 2 R 4 group and Z is chlorine or a nitro group. 3. A benzotrifluoride compound of the formula ##STR## wherein X is fluorine, chlorine or bromine. 4. A process of preparing a 3-halogeno-4,5-difluorobenzotrifluoride of the formula defined in claim 3 which comprises reacting a 3,4,5-trihalogenobenzotrifluoride of the formula ##STR## wherein X is fluorine, chlorine or bromine and Y is fluorine or chlorine provided that X and Y are not both fluorine with an alkali metal fluoride at a temperature of at least 130° C. and separating the desired 3-halogeno-4,5-difluorobenzotrifluoride by distillation. 5. A process as claimed in claim 4 wherein 3-chloro-4,5-difluorobenzotrifluoride is prepared by reaction of 3,4,5-trichlorobenzotrifluoride with an alkali metal fluoride. 6. A process as claimed in claim 4 wherein 3,4,5-trifluorobenzotrifluoride is prepared by reaction of 3,4,5-trichlorobenzotrifluoride with an alkali metal fluoride. 7. A process of preparing 3,4,5-trifluorobenzotrifluoride which comprises reacting 3-chloro or 3-bromo-4,5-difluorobenzotrifluoride with an alkali metal fluoride at a temperature of at least 130° and separating the 3,4,5-trifluorobenzotrifluoride by distillation.
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