BE448228A - - Google Patents

Info

Publication number

BE448228A

BE448228A BE448228DA BE448228A BE 448228 A BE448228 A BE 448228A BE 448228D A BE448228D A BE 448228DA BE 448228 A BE448228 A BE 448228A

Authority

BE

Belgium

Prior art keywords

acid

ether

methyl

converted

tolylcarbinol

Prior art date

Links

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• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 18
• 239000002253 acid Substances 0.000 claims description 17
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
• 150000003839 salts Chemical class 0.000 claims description 11
• 150000001875 compounds Chemical class 0.000 claims description 7
• JESIHYIJKKUWIS-UHFFFAOYSA-N 1-(4-Methylphenyl)ethanol Chemical compound CC(O)C1=CC=C(C)C=C1 JESIHYIJKKUWIS-UHFFFAOYSA-N 0.000 claims description 5
• 150000008064 anhydrides Chemical class 0.000 claims description 5
• 229910052783 alkali metal Inorganic materials 0.000 claims description 4
• 150000001991 dicarboxylic acids Chemical class 0.000 claims description 4
• 150000002170 ethers Chemical class 0.000 claims description 4
• 239000003513 alkali Substances 0.000 claims description 3
• 150000001340 alkali metals Chemical class 0.000 claims description 3
• 238000004519 manufacturing process Methods 0.000 claims description 3
• 238000000034 method Methods 0.000 claims description 3
• 239000003960 organic solvent Substances 0.000 claims description 3
• 239000002585 base Substances 0.000 claims description 2
• 108010051489 calin Proteins 0.000 claims 1
• UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
• ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical class OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 5
• QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
• XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
• DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
• -1 alkali metal salts Chemical class 0.000 description 3
• 229910052708 sodium Inorganic materials 0.000 description 3
• 239000011734 sodium Substances 0.000 description 3
• 159000000000 sodium salts Chemical class 0.000 description 3
• JAQBSAIXIMCIFX-UHFFFAOYSA-N 1-(2,3-dimethylphenyl)propan-1-ol Chemical compound CCC(O)C1=CC=CC(C)=C1C JAQBSAIXIMCIFX-UHFFFAOYSA-N 0.000 description 2
• FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 2
• VFZDNKRDYPTSTP-UHFFFAOYSA-N 5,8,8-trimethyl-3-oxabicyclo[3.2.1]octane-2,4-dione Chemical compound O=C1OC(=O)C2(C)CCC1C2(C)C VFZDNKRDYPTSTP-UHFFFAOYSA-N 0.000 description 2
• LSPHULWDVZXLIL-UHFFFAOYSA-N Camphoric acid Natural products CC1(C)C(C(O)=O)CCC1(C)C(O)=O LSPHULWDVZXLIL-UHFFFAOYSA-N 0.000 description 2
• LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 2
• CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
• KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
• 239000008346 aqueous phase Substances 0.000 description 2
• KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 2
• JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 2
• LSPHULWDVZXLIL-QUBYGPBYSA-N camphoric acid Chemical compound CC1(C)[C@H](C(O)=O)CC[C@]1(C)C(O)=O LSPHULWDVZXLIL-QUBYGPBYSA-N 0.000 description 2
• 238000002844 melting Methods 0.000 description 2
• 230000008018 melting Effects 0.000 description 2
• 229940014800 succinic anhydride Drugs 0.000 description 2
• 230000009466 transformation Effects 0.000 description 2
• CBYKCEBNXVEAFY-UHFFFAOYSA-N (2,3-dimethylphenyl)-phenylmethanol Chemical compound CC1=CC=CC(C(O)C=2C=CC=CC=2)=C1C CBYKCEBNXVEAFY-UHFFFAOYSA-N 0.000 description 1
• WJDKWRSEFKVTIE-UHFFFAOYSA-N 1-(2,3-dimethylphenyl)ethanol Chemical compound CC(O)C1=CC=CC(C)=C1C WJDKWRSEFKVTIE-UHFFFAOYSA-N 0.000 description 1
• HZFBZEOPUXCNHK-UHFFFAOYSA-N 1-(4-ethylphenyl)ethanol Chemical compound CCC1=CC=C(C(C)O)C=C1 HZFBZEOPUXCNHK-UHFFFAOYSA-N 0.000 description 1
• ZBDUWPZEVMGAMD-UHFFFAOYSA-N 1-(4-methylphenyl)propan-1-ol Chemical compound CCC(O)C1=CC=C(C)C=C1 ZBDUWPZEVMGAMD-UHFFFAOYSA-N 0.000 description 1
• 230000002378 acidificating effect Effects 0.000 description 1
• 150000001447 alkali salts Chemical class 0.000 description 1
• 150000001412 amines Chemical class 0.000 description 1
• 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
• 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
• 239000007795 chemical reaction product Substances 0.000 description 1
• 238000001816 cooling Methods 0.000 description 1
• 238000004821 distillation Methods 0.000 description 1
• 150000002148 esters Chemical class 0.000 description 1
• 238000002360 preparation method Methods 0.000 description 1
• 239000000047 product Substances 0.000 description 1
• 229910000029 sodium carbonate Inorganic materials 0.000 description 1
• 239000002904 solvent Substances 0.000 description 1
• 238000003756 stirring Methods 0.000 description 1
• 230000001131 transforming effect Effects 0.000 description 1