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1. (WO2018155069) METHOD FOR PRODUCING 1,2,2,2-TETRAFLUOROETHYL DIFLUOROMETHYL ETHER (DESFLURANE)
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Pub. No.: WO/2018/155069 International Application No.: PCT/JP2018/002377
Publication Date: 30.08.2018 International Filing Date: 26.01.2018
IPC:
C07C 41/22 (2006.01) ,B01J 27/10 (2006.01) ,B01J 27/12 (2006.01) ,B01J 27/135 (2006.01) ,C07C 41/01 (2006.01) ,C07C 43/12 (2006.01) ,C07B 61/00 (2006.01)
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
41
Preparation of ethers; Preparation of compounds having groups, groups or groups
01
Preparation of ethers
18
by reactions not forming ether-oxygen bonds
22
by introduction of halogen; by substitution of halogen atoms by other halogen atoms
B PERFORMING OPERATIONS; TRANSPORTING
01
PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
J
CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS, COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
27
Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
06
Halogens; Compounds thereof
08
Halides
10
Chlorides
B PERFORMING OPERATIONS; TRANSPORTING
01
PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
J
CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS, COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
27
Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
06
Halogens; Compounds thereof
08
Halides
12
Fluorides
B PERFORMING OPERATIONS; TRANSPORTING
01
PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
J
CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS, COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
27
Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
06
Halogens; Compounds thereof
135
with titanium, zirconium, hafnium, germanium, tin or lead
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
41
Preparation of ethers; Preparation of compounds having groups, groups or groups
01
Preparation of ethers
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
43
Ethers; Compounds having groups, groups or groups
02
Ethers
03
having all ether-oxygen atoms bound to acyclic carbon atoms
04
Saturated ethers
12
containing halogen
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
B
GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
61
Other general methods
Applicants:
セントラル硝子株式会社 CENTRAL GLASS COMPANY, LIMITED [JP/JP]; 山口県宇部市大字沖宇部5253番地 5253, Oaza Okiube, Ube-shi, Yamaguchi 7550001, JP
Inventors:
細井 健史 HOSOI, Kenji; JP
渡辺 峰男 WATANABE, Mineo; JP
Agent:
小林 博通 KOBAYASHI, Hiromichi; JP
富岡 潔 TOMIOKA, Kiyoshi; JP
山口 幸二 YAMAGUCHI, Koji; JP
Priority Data:
2017-03325724.02.2017JP
Title (EN) METHOD FOR PRODUCING 1,2,2,2-TETRAFLUOROETHYL DIFLUOROMETHYL ETHER (DESFLURANE)
(FR) PROCÉDÉ DE PRODUCTION D'ÉTHER 1,2,2,2-TÉTRAFLUOROÉTHYL DIFLUOROMÉTHYLE (DESFLURANE)
(JA) 1,2,2,2-テトラフルオロエチルジフルオロメチルエーテル(デスフルラン)の製造方法
Abstract:
(EN) Provided is a method by which 1-fluoro-2,2,2-trichloroethyl difluoromethyl ether, which is useful as an intermediate for the synthesis of desflurane, is conveniently obtained using inexpensive chloral as a starting material and reacting with chloroform and hydrogen fluoride in the presence of a Lewis acid catalyst. The obtained 1-fluoro-2,2,2-trichloroethyl difluoromethyl ether is then derived to desflurane by reaction with hydrogen fluoride in the gas phase in the presence of a supported metal halide catalyst in which metal halide containing at least one metal selected from the group consisting of antimony, tantalum, niobium, molybdenum, tin, and titanium is supported on active carbon. This method can efficiently produce desflurane by a short process.
(FR) L'invention concerne un procédé par lequel l'éther 1-fluoro-2,2,2-trichloroéthyl difluorométhyle, qui est utile en tant qu'intermédiaire pour la synthèse de desflurane, est commodément obtenu à l'aide de chloral peu coûteux en tant que matériau de départ et en réagissant avec du chloroforme et du fluorure d'hydrogène en présence d'un catalyseur de type acide de Lewis. L'éther 1-fluoro-2,2,2-trichloroéthyl difluorométhyle est ensuite dérivé du desflurane par réaction avec du fluorure d'hydrogène dans la phase gazeuse en présence d'un catalyseur d'halogénure métallique supporté dans lequel un halogénure métallique contenant au moins un métal choisi dans le groupe constitué par l'antimoine, le tantale, le niobium, le molybdène, l'étain et le titane est supporté sur du charbon actif. Le procédé de l'invention peut produire de manière efficace du desflurane par un procédé court.
(JA) ルイス酸触媒存在下、安価なクロラールを出発原料に用い、クロロホルムとフッ化水素とを反応させることにより、簡便にデスフルランの合成中間体として有用な1-フルオロ-2,2,2-トリクロロエチルジフルオロメチルエーテルを得る。続いて得られた1-フルオロ-2,2,2-トリクロロエチルジフルオロメチルエーテルに対し、気相中、アンチモン、タンタル、ニオブ、モリブデン、スズ、及びチタンからなる群より選ばれる少なくとも1種の金属を含む金属ハロゲン化物を活性炭に担持した金属ハロゲン化物担持触媒の存在下、フッ化水素を反応させることにより、デスフルランへ誘導する。この方法により、デスフルランを効率よく短工程にて製造することができる。
Designated States: AE, AG, AL, AM, AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DJ, DK, DM, DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, HR, HU, ID, IL, IN, IR, IS, JO, KE, KG, KH, KN, KP, KR, KW, KZ, LA, LC, LK, LR, LS, LU, LY, MA, MD, ME, MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, OM, PA, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, SA, SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW
African Regional Intellectual Property Organization (ARIPO) (BW, GH, GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, ST, SZ, TZ, UG, ZM, ZW)
Eurasian Patent Office (AM, AZ, BY, KG, KZ, RU, TJ, TM)
European Patent Office (EPO) (AL, AT, BE, BG, CH, CY, CZ, DE, DK, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, LV, MC, MK, MT, NL, NO, PL, PT, RO, RS, SE, SI, SK, SM, TR)
African Intellectual Property Organization (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, KM, ML, MR, NE, SN, TD, TG)
Publication Language: Japanese (JA)
Filing Language: Japanese (JA)