BE496479A - - Google Patents

Info

Publication number

BE496479A

BE496479A BE496479DA BE496479A BE 496479 A BE496479 A BE 496479A BE 496479D A BE496479D A BE 496479DA BE 496479 A BE496479 A BE 496479A

Authority

BE

Belgium

Prior art keywords

solution

oximes

hydroxylamine

phase

salt

Prior art date

Links

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• 150000002923 oximes Chemical class 0.000 claims description 42
• 150000002443 hydroxylamines Chemical class 0.000 claims description 23
• 238000006243 chemical reaction Methods 0.000 claims description 16
• -1 oxo compound Chemical class 0.000 claims description 15
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
• 239000000203 mixture Substances 0.000 claims description 12
• 238000000034 method Methods 0.000 claims description 10
• 230000007935 neutral effect Effects 0.000 claims description 10
• 238000006386 neutralization reaction Methods 0.000 claims description 6
• 239000002253 acid Substances 0.000 claims description 5
• 230000002378 acidificating effect Effects 0.000 claims description 5
• 238000002844 melting Methods 0.000 claims description 5
• 230000008018 melting Effects 0.000 claims description 5
• 238000002360 preparation method Methods 0.000 claims description 5
• 150000003839 salts Chemical class 0.000 claims description 5
• 230000009466 transformation Effects 0.000 claims description 5
• AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims description 2
• 230000008707 rearrangement Effects 0.000 claims 1
• 239000000243 solution Substances 0.000 description 26
• QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 22
• 229910021529 ammonia Inorganic materials 0.000 description 11
• ZNBNBTIDJSKEAM-UHFFFAOYSA-N 4-[7-hydroxy-2-[5-[5-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-2-methyl-3-propanoyloxypentanoic acid Chemical compound C1C(O)C(C)C(C(C)C(OC(=O)CC)C(C)C(O)=O)OC11OC(C)(C2OC(C)(CC2)C2C(CC(O2)C2C(CC(C)C(O)(CO)O2)C)C)CC1 ZNBNBTIDJSKEAM-UHFFFAOYSA-N 0.000 description 7
• 229910000378 hydroxylammonium sulfate Inorganic materials 0.000 description 7
• QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 6
• BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 description 6
• NXPHCVPFHOVZBC-UHFFFAOYSA-N hydroxylamine;sulfuric acid Chemical compound ON.OS(O)(=O)=O NXPHCVPFHOVZBC-UHFFFAOYSA-N 0.000 description 6
• 239000012266 salt solution Substances 0.000 description 5
• 229910021653 sulphate ion Inorganic materials 0.000 description 5
• 230000015572 biosynthetic process Effects 0.000 description 4
• 238000003756 stirring Methods 0.000 description 4
• 230000017105 transposition Effects 0.000 description 4
• 150000001299 aldehydes Chemical class 0.000 description 3
• 239000007864 aqueous solution Substances 0.000 description 3
• 239000003795 chemical substances by application Substances 0.000 description 3
• CGZZMOTZOONQIA-UHFFFAOYSA-N cycloheptanone Chemical compound O=C1CCCCCC1 CGZZMOTZOONQIA-UHFFFAOYSA-N 0.000 description 3
• 238000009434 installation Methods 0.000 description 3
• 150000002576 ketones Chemical class 0.000 description 3
• 238000004519 manufacturing process Methods 0.000 description 3
• 230000003472 neutralizing effect Effects 0.000 description 3
• JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
• VEZUQRBDRNJBJY-UHFFFAOYSA-N cyclohexanone oxime Chemical compound ON=C1CCCCC1 VEZUQRBDRNJBJY-UHFFFAOYSA-N 0.000 description 2
• 239000000839 emulsion Substances 0.000 description 2
• OENGSNXUALAIFP-UHFFFAOYSA-N n-cycloheptylidenehydroxylamine Chemical compound ON=C1CCCCCC1 OENGSNXUALAIFP-UHFFFAOYSA-N 0.000 description 2
• YGNXYFLJZILPEK-UHFFFAOYSA-N n-cyclopentylidenehydroxylamine Chemical compound ON=C1CCCC1 YGNXYFLJZILPEK-UHFFFAOYSA-N 0.000 description 2
• 239000011541 reaction mixture Substances 0.000 description 2
• 239000007858 starting material Substances 0.000 description 2
• 238000006675 Beckmann reaction Methods 0.000 description 1
• 230000002411 adverse Effects 0.000 description 1
• BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
• 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
• 235000011130 ammonium sulphate Nutrition 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
• 238000010924 continuous production Methods 0.000 description 1
• 230000001804 emulsifying effect Effects 0.000 description 1
• 238000010438 heat treatment Methods 0.000 description 1
• 239000007788 liquid Substances 0.000 description 1
• 238000012544 monitoring process Methods 0.000 description 1
• 238000001556 precipitation Methods 0.000 description 1
• 238000000926 separation method Methods 0.000 description 1
• 239000007787 solid Substances 0.000 description 1
• 238000003786 synthesis reaction Methods 0.000 description 1