BE513427A - - Google Patents

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Publication number

BE513427A

BE513427A BE513427DA BE513427A BE 513427 A BE513427 A BE 513427A BE 513427D A BE513427D A BE 513427DA BE 513427 A BE513427 A BE 513427A

Authority

BE

Belgium

Prior art keywords

solvent

formula

process according

desc

group

Prior art date

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• MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 4
• 239000002904 solvent Substances 0.000 claims description 4
• 150000004791 alkyl magnesium halides Chemical class 0.000 claims description 3
• 150000001875 compounds Chemical class 0.000 claims description 3
• 238000000034 method Methods 0.000 claims description 3
• 125000002252 acyl group Chemical group 0.000 claims description 2
• 125000003545 alkoxy group Chemical group 0.000 claims description 2
• 125000000217 alkyl group Chemical group 0.000 claims description 2
• 150000001555 benzenes Chemical class 0.000 claims description 2
• 125000005843 halogen group Chemical group 0.000 claims description 2
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
• 150000002825 nitriles Chemical class 0.000 claims description 2
• 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 2
• 238000002360 preparation method Methods 0.000 claims description 2
• YQEZLKZALYSWHR-UHFFFAOYSA-N Ketamine Chemical compound C=1C=CC=C(Cl)C=1C1(NC)CCCCC1=O YQEZLKZALYSWHR-UHFFFAOYSA-N 0.000 claims 1
• 150000002170 ethers Chemical class 0.000 claims 1
• 229960003299 ketamine Drugs 0.000 claims 1
• 150000003839 salts Chemical class 0.000 claims 1
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
• RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
• HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 5
• 239000000243 solution Substances 0.000 description 4
• HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
• YFKBXYGUSOXJGS-UHFFFAOYSA-N 1,3-Diphenyl-2-propanone Chemical compound C=1C=CC=CC=1CC(=O)CC1=CC=CC=C1 YFKBXYGUSOXJGS-UHFFFAOYSA-N 0.000 description 2
• 238000004821 distillation Methods 0.000 description 2
• 150000002148 esters Chemical class 0.000 description 2
• 239000000203 mixture Substances 0.000 description 2
• 238000003756 stirring Methods 0.000 description 2
• 230000000202 analgesic effect Effects 0.000 description 1
• 239000007864 aqueous solution Substances 0.000 description 1
• JFDZBHWFFUWGJE-UHFFFAOYSA-N benzenecarbonitrile Natural products N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 1
• 238000009835 boiling Methods 0.000 description 1
• RDHPKYGYEGBMSE-UHFFFAOYSA-N bromoethane Chemical compound CCBr RDHPKYGYEGBMSE-UHFFFAOYSA-N 0.000 description 1
• 150000004658 ketimines Chemical class 0.000 description 1
• 150000002576 ketones Chemical class 0.000 description 1
• 239000000463 material Substances 0.000 description 1
• 239000000155 melt Substances 0.000 description 1
• 229910052757 nitrogen Inorganic materials 0.000 description 1
• 125000004433 nitrogen atom Chemical group N* 0.000 description 1
• SUSQOBVLVYHIEX-UHFFFAOYSA-N phenylacetonitrile Chemical compound N#CCC1=CC=CC=C1 SUSQOBVLVYHIEX-UHFFFAOYSA-N 0.000 description 1
• 238000010992 reflux Methods 0.000 description 1
• 238000000926 separation method Methods 0.000 description 1
• 235000011121 sodium hydroxide Nutrition 0.000 description 1
• 150000003568 thioethers Chemical class 0.000 description 1
• 238000007514 turning Methods 0.000 description 1
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1