JPS5982322A - トリフルオロベンゼン誘導体 - Google Patents

Info

Publication number

JPS5982322A

JPS5982322A JP19363682A JP19363682A JPS5982322A JP S5982322 A JPS5982322 A JP S5982322A JP 19363682 A JP19363682 A JP 19363682A JP 19363682 A JP19363682 A JP 19363682A JP S5982322 A JPS5982322 A JP S5982322A

Authority

JP

Japan

Prior art keywords

trans

cyclohexyl

catalyst

substituted

benzene

Prior art date

1982-11-04

Legal status (The legal status 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 status listed.)

Granted

Links

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• AJKNNUJQFALRIK-UHFFFAOYSA-N 1,2,3-trifluorobenzene Chemical class FC1=CC=CC(F)=C1F AJKNNUJQFALRIK-UHFFFAOYSA-N 0.000 title 1
• 239000004973 liquid crystal related substance Substances 0.000 claims abstract description 11
• 125000003545 alkoxy group Chemical group 0.000 claims abstract 2
• 125000000217 alkyl group Chemical group 0.000 claims abstract 2
• UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 30
• 239000000203 mixture Substances 0.000 claims description 6
• 125000004432 carbon atom Chemical group C* 0.000 claims 1
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
• YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract description 20
• 150000001875 compounds Chemical class 0.000 abstract description 10
• 239000003054 catalyst Substances 0.000 abstract description 7
• WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Substances C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract description 5
• 239000011777 magnesium Substances 0.000 abstract description 4
• 239000000463 material Substances 0.000 abstract description 4
• -1 2,4,6-trifluoro-1-[trans-4'-( trans-4''-substituted-cyclohexyl )- cyclohexyl]benzene Chemical class 0.000 abstract description 3
• NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 abstract description 3
• 238000000034 method Methods 0.000 abstract description 3
• 238000010531 catalytic reduction reaction Methods 0.000 abstract description 2
• CHKVPAROMQMJNQ-UHFFFAOYSA-M potassium bisulfate Chemical compound [K+].OS([O-])(=O)=O CHKVPAROMQMJNQ-UHFFFAOYSA-M 0.000 abstract description 2
• 229910000343 potassium bisulfate Inorganic materials 0.000 abstract description 2
• 238000001953 recrystallisation Methods 0.000 abstract description 2
• PZBSPSOGEVCRQI-UHFFFAOYSA-N 2-bromo-1,3,5-trifluorobenzene Chemical compound FC1=CC(F)=C(Br)C(F)=C1 PZBSPSOGEVCRQI-UHFFFAOYSA-N 0.000 abstract 1
• 230000018044 dehydration Effects 0.000 abstract 1
• 238000006297 dehydration reaction Methods 0.000 abstract 1
• OTCKOJUMXQWKQG-UHFFFAOYSA-L magnesium bromide Chemical compound [Mg+2].[Br-].[Br-] OTCKOJUMXQWKQG-UHFFFAOYSA-L 0.000 abstract 1
• 229910001623 magnesium bromide Inorganic materials 0.000 abstract 1
• 238000000926 separation method Methods 0.000 abstract 1
• 125000000113 cyclohexyl group Chemical class [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 4
• 239000000126 substance Substances 0.000 description 4
• XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 3
• FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 3
• 210000004027 cell Anatomy 0.000 description 3
• 238000006243 chemical reaction Methods 0.000 description 3
• 239000013078 crystal Substances 0.000 description 3
• 229910052749 magnesium Inorganic materials 0.000 description 3
• CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
• 239000007868 Raney catalyst Substances 0.000 description 2
• 229910000564 Raney nickel Inorganic materials 0.000 description 2
• JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
• YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
• IPWBFGUBXWMIPR-UHFFFAOYSA-N 1-bromo-2-fluorobenzene Chemical compound FC1=CC=CC=C1Br IPWBFGUBXWMIPR-UHFFFAOYSA-N 0.000 description 1
• 210000004460 N cell Anatomy 0.000 description 1
• 239000004988 Nematic liquid crystal Substances 0.000 description 1
• ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
• 241000212342 Sium Species 0.000 description 1
• 239000002253 acid Substances 0.000 description 1
• 239000003795 chemical substances by application Substances 0.000 description 1
• 210000000078 claw Anatomy 0.000 description 1
• 239000004020 conductor Substances 0.000 description 1
• 238000001816 cooling Methods 0.000 description 1
• HHNHBFLGXIUXCM-GFCCVEGCSA-N cyclohexylbenzene Chemical compound [CH]1CCCC[C@@H]1C1=CC=CC=C1 HHNHBFLGXIUXCM-GFCCVEGCSA-N 0.000 description 1
• 230000001747 exhibiting effect Effects 0.000 description 1
• 238000000605 extraction Methods 0.000 description 1
• 238000004817 gas chromatography Methods 0.000 description 1
• PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
• 239000010931 gold Substances 0.000 description 1
• 229910052737 gold Inorganic materials 0.000 description 1
• 239000007788 liquid Substances 0.000 description 1
• 238000004519 manufacturing process Methods 0.000 description 1
• 238000002156 mixing Methods 0.000 description 1
• 230000007935 neutral effect Effects 0.000 description 1
• 230000003287 optical effect Effects 0.000 description 1
• 229920000642 polymer Polymers 0.000 description 1
• 239000011591 potassium Substances 0.000 description 1
• 229910052700 potassium Inorganic materials 0.000 description 1
• OTYBMLCTZGSZBG-UHFFFAOYSA-L potassium sulfate Chemical compound [K+].[K+].[O-]S([O-])(=O)=O OTYBMLCTZGSZBG-UHFFFAOYSA-L 0.000 description 1
• 229910052939 potassium sulfate Inorganic materials 0.000 description 1
• 235000011151 potassium sulphates Nutrition 0.000 description 1
• 238000003825 pressing Methods 0.000 description 1
• 229930183328 quinanone Natural products 0.000 description 1
• 239000002994 raw material Substances 0.000 description 1
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Cited By (1)