BE524878A - - Google Patents

Info

Publication number

BE524878A

BE524878A BE524878DA BE524878A BE 524878 A BE524878 A BE 524878A BE 524878D A BE524878D A BE 524878DA BE 524878 A BE524878 A BE 524878A

Authority

BE

Belgium

Prior art keywords

ester

reaction

saturated

alkyl

alcohol

Prior art date

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• 238000006243 chemical reaction Methods 0.000 claims description 12
• 150000002148 esters Chemical class 0.000 claims description 10
• 125000003545 alkoxy group Chemical group 0.000 claims description 8
• 125000000217 alkyl group Chemical group 0.000 claims description 6
• AVXURJPOCDRRFD-UHFFFAOYSA-N hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims description 5
• 229940035674 ANESTHETICS Drugs 0.000 claims description 4
• 230000003444 anaesthetic Effects 0.000 claims description 4
• 239000003193 general anesthetic agent Substances 0.000 claims description 4
• 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims description 4
• IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
• OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
• 125000001183 hydrocarbyl group Chemical group 0.000 claims description 3
• 229910052783 alkali metal Inorganic materials 0.000 claims description 2
• 150000001340 alkali metals Chemical class 0.000 claims description 2
• 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 2
• 150000001342 alkaline earth metals Chemical class 0.000 claims description 2
• 125000004122 cyclic group Chemical group 0.000 claims description 2
• 125000000623 heterocyclic group Chemical group 0.000 claims description 2
• 229910052739 hydrogen Inorganic materials 0.000 claims description 2
• 239000001257 hydrogen Substances 0.000 claims description 2
• 238000004519 manufacturing process Methods 0.000 claims description 2
• 229910052757 nitrogen Inorganic materials 0.000 claims description 2
• 125000004429 atoms Chemical group 0.000 claims 1
• 229910052799 carbon Inorganic materials 0.000 claims 1
• 239000003054 catalyst Substances 0.000 claims 1
• 235000019441 ethanol Nutrition 0.000 description 12
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
• -1 phenylcarbamic acid ester Chemical class 0.000 description 6
• PWXJULSLLONQHY-UHFFFAOYSA-N phenylcarbamic acid Chemical compound OC(=O)NC1=CC=CC=C1 PWXJULSLLONQHY-UHFFFAOYSA-N 0.000 description 5
• 239000002253 acid Substances 0.000 description 4
• 238000009835 boiling Methods 0.000 description 4
• 239000000243 solution Substances 0.000 description 4
• 238000004821 distillation Methods 0.000 description 3
• 238000001914 filtration Methods 0.000 description 3
• 238000002360 preparation method Methods 0.000 description 3
• HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
• VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
• 125000004494 ethyl ester group Chemical group 0.000 description 2
• 238000010438 heat treatment Methods 0.000 description 2
• 229910052500 inorganic mineral Inorganic materials 0.000 description 2
• OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 2
• 238000000034 method Methods 0.000 description 2
• 239000011707 mineral Substances 0.000 description 2
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
• 238000000746 purification Methods 0.000 description 2
• 239000011541 reaction mixture Substances 0.000 description 2
• 150000003839 salts Chemical class 0.000 description 2
• KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
• 229910052708 sodium Inorganic materials 0.000 description 2
• 239000011734 sodium Substances 0.000 description 2
• 239000011780 sodium chloride Substances 0.000 description 2
• 238000007792 addition Methods 0.000 description 1
• 230000001476 alcoholic Effects 0.000 description 1
• QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
• 239000007864 aqueous solution Substances 0.000 description 1
• VHUUQVKOLVNVRT-UHFFFAOYSA-M azane;hydroxide Chemical compound N.[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-M 0.000 description 1
• 239000002585 base Substances 0.000 description 1
• 125000004432 carbon atoms Chemical group C* 0.000 description 1
• 239000003610 charcoal Substances 0.000 description 1
• 150000001875 compounds Chemical class 0.000 description 1
• 125000004985 dialkyl amino alkyl group Chemical group 0.000 description 1
• 238000009826 distribution Methods 0.000 description 1
• 230000000694 effects Effects 0.000 description 1
• 238000003379 elimination reaction Methods 0.000 description 1
• 238000005886 esterification reaction Methods 0.000 description 1
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
• 231100000053 low toxicity Toxicity 0.000 description 1
• 150000004702 methyl esters Chemical class 0.000 description 1
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
• 238000001556 precipitation Methods 0.000 description 1
• 239000000376 reactant Substances 0.000 description 1
• 238000001226 reprecipitation Methods 0.000 description 1
• 238000003756 stirring Methods 0.000 description 1
• 125000001424 substituent group Chemical group 0.000 description 1
• 238000009834 vaporization Methods 0.000 description 1
• 238000005406 washing Methods 0.000 description 1