BE520298A - - Google Patents
Info
- Publication number
- BE520298A BE520298A BE520298DA BE520298A BE 520298 A BE520298 A BE 520298A BE 520298D A BE520298D A BE 520298DA BE 520298 A BE520298 A BE 520298A
- Authority
- BE
- Belgium
- Prior art keywords
- ethyl
- amine
- cyclohexen
- zinc chloride
- agent
- Prior art date
Links
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical group [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 15
- JIAARYAFYJHUJI-UHFFFAOYSA-L Zinc chloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- 239000011592 zinc chloride Substances 0.000 claims description 8
- 235000005074 zinc chloride Nutrition 0.000 claims description 8
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 5
- CTQNGGLPUBDAKN-UHFFFAOYSA-N o-xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 5
- 239000008096 xylene Substances 0.000 claims description 5
- RWCCWEUUXYIKHB-UHFFFAOYSA-N Benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 4
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N Dimethyl sulfate Chemical group COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 claims description 4
- 230000011987 methylation Effects 0.000 claims description 4
- 238000007069 methylation reaction Methods 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 239000011780 sodium chloride Substances 0.000 claims description 4
- 239000002262 Schiff base Substances 0.000 claims description 3
- 150000004753 Schiff bases Chemical class 0.000 claims description 3
- 150000002576 ketones Chemical class 0.000 claims description 3
- 239000012022 methylating agents Substances 0.000 claims description 3
- 239000000047 product Substances 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 2
- 239000007859 condensation product Substances 0.000 claims description 2
- 230000000875 corresponding Effects 0.000 claims description 2
- -1 for example Substances 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims 1
- 239000011701 zinc Substances 0.000 claims 1
- 229910052725 zinc Inorganic materials 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000002585 base Substances 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- FDPIMTJIUBPUKL-UHFFFAOYSA-N 3-Pentanone Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 1
- IQFVPQOLBLOTPF-HKXUKFGYSA-L Congo red Chemical compound [Na+].[Na+].C1=CC=CC2=C(N)C(/N=N/C3=CC=C(C=C3)C3=CC=C(C=C3)/N=N/C3=C(C4=CC=CC=C4C(=C3)S([O-])(=O)=O)N)=CC(S([O-])(=O)=O)=C21 IQFVPQOLBLOTPF-HKXUKFGYSA-L 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 230000002378 acidificating Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000006170 formylation reaction Methods 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L na2so4 Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atoms Chemical group N* 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- PTPBKVVAPWJARU-UHFFFAOYSA-M zinc;ethane;chloride Chemical compound [CH2-]C.[Zn+]Cl PTPBKVVAPWJARU-UHFFFAOYSA-M 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Publications (1)
Publication Number | Publication Date |
---|---|
BE520298A true BE520298A (fi) |
Family
ID=156221
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
BE520298D BE520298A (fi) |
Country Status (1)
Country | Link |
---|---|
BE (1) | BE520298A (fi) |
-
0
- BE BE520298D patent/BE520298A/fr unknown
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP0420706B1 (fr) | Procédé de préparation de dérivés phénylacétiques de thiénopyridines et des acides alpha-bromo phénylacétiques intermédiaires | |
EP0091385B1 (fr) | Procédé de préparation de p-hydroxybenzylnitriles ou p-hydroxybenzylamines | |
BE520298A (fi) | ||
EP0171320A1 (fr) | Procédé de préparation de composés insaturés chlorés en alpha de deux groupements électroattracteurs en position bêta | |
CH624089A5 (fi) | ||
EP0059659B1 (fr) | Nouveaux dérivés de l'acide 4-méthyl 3-formyl pentanoique, leur procédé de préparation et leur application à la préparation de dérivés cycliques | |
FR2461701A1 (fr) | Nouveau carbanion de la papaverine et sa preparation | |
BE583205A (fi) | ||
CH420107A (fr) | Procédé de préparation de nouveaux dérivés d'aralcoylaminoalcoylcyclohexanes substitués | |
EP0040140A1 (fr) | Procédé de préparation d'acides métaphénoxybenzoiques et de leurs esters alkyliques | |
BE569697A (fi) | ||
BE518457A (fi) | ||
BE613443A (fi) | ||
BE510970A (fi) | ||
BE564783A (fi) | ||
WO2003027071A1 (fr) | Procede de preparation de n-(omega-bromoalkyl)phtalimides | |
BE541821A (fi) | ||
EP0376778A1 (fr) | Procédé de préparation de cétones aryliques trifluoroéthoxylées | |
BE551672A (fi) | ||
BE571906A (fi) | ||
BE473928A (fi) | ||
BE539209A (fi) | ||
BE541650A (fi) | ||
CH354084A (fr) | Procédé de préparation de pipérazines | |
FR2506768A1 (fr) | Procede pour la preparation de derives de la pyrazine |