BE633531A - - Google Patents

Info

Publication number

BE633531A

BE633531A BE633531DA BE633531A BE 633531 A BE633531 A BE 633531A BE 633531D A BE633531D A BE 633531DA BE 633531 A BE633531 A BE 633531A

Authority

BE

Belgium

Prior art keywords

hydrogen

alooyl

desc

mole

page number

Prior art date

Links

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• 229910052739 hydrogen Inorganic materials 0.000 description 14
• 239000001257 hydrogen Substances 0.000 description 14
• 125000000217 alkyl group Chemical group 0.000 description 11
• 238000000034 method Methods 0.000 description 11
• 125000004432 carbon atoms Chemical group C* 0.000 description 10
• 150000001875 compounds Chemical class 0.000 description 10
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 9
• -1 alkyl radicals Chemical class 0.000 description 8
• 125000005843 halogen group Chemical group 0.000 description 7
• 150000002431 hydrogen Chemical class 0.000 description 7
• UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 7
• VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
• 239000003054 catalyst Substances 0.000 description 6
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
• 238000005984 hydrogenation reaction Methods 0.000 description 6
• PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 5
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 5
• UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
• 229910052799 carbon Inorganic materials 0.000 description 4
• 230000000875 corresponding Effects 0.000 description 4
• 239000000047 product Substances 0.000 description 4
• 150000003254 radicals Chemical class 0.000 description 4
• 239000003760 tallow Substances 0.000 description 4
• HFBYLYCMISIEMM-FFHNEAJVSA-N (4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-ol;phosphoric acid Chemical compound OP(O)(O)=O.C([C@H]1[C@H](N(CC[C@@]112)C)C3)C[C@H](O)[C@@H]1OC1=C2C3=CC=C1OC HFBYLYCMISIEMM-FFHNEAJVSA-N 0.000 description 3
• 239000007868 Raney catalyst Substances 0.000 description 3
• 229910000564 Raney nickel Inorganic materials 0.000 description 3
• 239000002253 acid Substances 0.000 description 3
• 239000011541 reaction mixture Substances 0.000 description 3
• 239000007787 solid Substances 0.000 description 3
• 239000007858 starting material Substances 0.000 description 3
• 125000001424 substituent group Chemical group 0.000 description 3
• 238000010521 absorption reaction Methods 0.000 description 2
• 125000003342 alkenyl group Chemical group 0.000 description 2
• 125000003545 alkoxy group Chemical group 0.000 description 2
• 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 description 2
• 125000004429 atoms Chemical group 0.000 description 2
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
• 239000012043 crude product Substances 0.000 description 2
• 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
• 229910052736 halogen Inorganic materials 0.000 description 2
• 150000002367 halogens Chemical class 0.000 description 2
• KFZMGEQAYNKOFK-UHFFFAOYSA-N iso-propanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
• 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 2
• 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
• IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
• KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
• 229910052698 phosphorus Inorganic materials 0.000 description 2
• 150000003839 salts Chemical class 0.000 description 2
• 239000011780 sodium chloride Substances 0.000 description 2
• 239000002904 solvent Substances 0.000 description 2
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
• YKIOKAURTKXMSB-UHFFFAOYSA-N Adams's catalyst Chemical compound O=[Pt]=O YKIOKAURTKXMSB-UHFFFAOYSA-N 0.000 description 1
• 241001116389 Aloe Species 0.000 description 1
• 241000220450 Cajanus cajan Species 0.000 description 1
• 208000008025 Hordeolum Diseases 0.000 description 1
• 210000004940 Nucleus Anatomy 0.000 description 1
• 241000042115 Propylea Species 0.000 description 1
• 229940021506 Stye Drugs 0.000 description 1
• 150000007513 acids Chemical class 0.000 description 1
• 125000002252 acyl group Chemical group 0.000 description 1
• 125000004442 acylamino group Chemical group 0.000 description 1
• 235000011399 aloe vera Nutrition 0.000 description 1
• OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
• 238000006555 catalytic reaction Methods 0.000 description 1
• 238000006243 chemical reaction Methods 0.000 description 1
• QPJORFLSOJAUNL-UHFFFAOYSA-N dibenzo[a,d][7]annulene Chemical compound C1=CC2=CC=CC=C2CC2=CC=CC=C21 QPJORFLSOJAUNL-UHFFFAOYSA-N 0.000 description 1
• ZAFNJMIOTHYJRJ-UHFFFAOYSA-N diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
• 125000005252 haloacyl group Chemical group 0.000 description 1
• 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
• TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl radical Chemical class [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 description 1
• 230000003340 mental Effects 0.000 description 1
• 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
• 239000000203 mixture Substances 0.000 description 1
• 229910052759 nickel Inorganic materials 0.000 description 1
• 150000002829 nitrogen Chemical class 0.000 description 1
• 229910052757 nitrogen Inorganic materials 0.000 description 1
• 229910052760 oxygen Inorganic materials 0.000 description 1
• 239000001301 oxygen Substances 0.000 description 1
• MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
• 125000004430 oxygen atoms Chemical group O* 0.000 description 1
• OSFBJERFMQCEQY-UHFFFAOYSA-N propylidene Chemical group [CH]CC OSFBJERFMQCEQY-UHFFFAOYSA-N 0.000 description 1
• ZXDUPDQEFOYLOM-UHFFFAOYSA-O propylideneazanium Chemical class [CH2-]CC=[NH2+] ZXDUPDQEFOYLOM-UHFFFAOYSA-O 0.000 description 1
• 230000003236 psychic Effects 0.000 description 1
• 230000035943 smell Effects 0.000 description 1
• 239000000126 substance Substances 0.000 description 1
• 125000006296 sulfonyl amino group Chemical group [H]N(*)S(*)(=O)=O 0.000 description 1