DE119879C - - Google Patents
Info
- Publication number
- DE119879C DE119879C DENDAT119879D DE119879DA DE119879C DE 119879 C DE119879 C DE 119879C DE NDAT119879 D DENDAT119879 D DE NDAT119879D DE 119879D A DE119879D A DE 119879DA DE 119879 C DE119879 C DE 119879C
- Authority
- DE
- Germany
- Prior art keywords
- bases
- base
- hydrochloric acid
- chlorine
- conversion
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical class Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 23
- 239000000460 chlorine Substances 0.000 claims description 14
- 229910052801 chlorine Inorganic materials 0.000 claims description 13
- ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 13
- UHZYTMXLRWXGPK-UHFFFAOYSA-N Phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 claims description 6
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 6
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 6
- HUESUARLBCVSFD-UHFFFAOYSA-N cyclohex-2-en-1-ylmethanamine Chemical compound NCC1CCCC=C1 HUESUARLBCVSFD-UHFFFAOYSA-N 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 3
- 230000000875 corresponding Effects 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 16
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000003921 oil Substances 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- OEPRFNAFBHVOQK-UHFFFAOYSA-N CC1=C(C(=C(N(CC2CCCCC2)Cl)C=C1)C)C Chemical compound CC1=C(C(=C(N(CC2CCCCC2)Cl)C=C1)C)C OEPRFNAFBHVOQK-UHFFFAOYSA-N 0.000 description 4
- GWLOCUSRCDRZKG-UHFFFAOYSA-N CC=1C(=C(N(CC2CCCC=C2)C)C=CC1)C Chemical compound CC=1C(=C(N(CC2CCCC=C2)C)C=CC1)C GWLOCUSRCDRZKG-UHFFFAOYSA-N 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- CDGZTBIAGZHGFE-UHFFFAOYSA-N C(C)(C)C(C1CCCCC1)N(Cl)C Chemical compound C(C)(C)C(C1CCCCC1)N(Cl)C CDGZTBIAGZHGFE-UHFFFAOYSA-N 0.000 description 3
- ATBXDEZLHOIUCY-UHFFFAOYSA-N C(C)(C)N(CC1CCCC=C1)C Chemical compound C(C)(C)N(CC1CCCC=C1)C ATBXDEZLHOIUCY-UHFFFAOYSA-N 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- -1 isopropylmethyloxyhexahydrobenzylaniline isopropylmethyltetrahydrobenzylaniline Chemical compound 0.000 description 3
- 235000011118 potassium hydroxide Nutrition 0.000 description 3
- DSSYKIVIOFKYAU-UHFFFAOYSA-N Camphor Chemical compound C1CC2(C)C(=O)CC1C2(C)C DSSYKIVIOFKYAU-UHFFFAOYSA-N 0.000 description 2
- 229960000846 Camphor Drugs 0.000 description 2
- 241000723346 Cinnamomum camphora Species 0.000 description 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N Phosphoryl chloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 2
- 229930007890 camphor Natural products 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L na2so4 Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 229940072033 potash Drugs 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 235000015320 potassium carbonate Nutrition 0.000 description 2
- KOJRFUCCPWZFIL-UHFFFAOYSA-N C(C)(C)C(N(C)CC1CCCCC1)OC Chemical compound C(C)(C)C(N(C)CC1CCCCC1)OC KOJRFUCCPWZFIL-UHFFFAOYSA-N 0.000 description 1
- LIHBNZJYNCNNAE-UHFFFAOYSA-N C(C)(C)C1(N(CC2=CC=CC=C2)OC)CCCCC1 Chemical compound C(C)(C)C1(N(CC2=CC=CC=C2)OC)CCCCC1 LIHBNZJYNCNNAE-UHFFFAOYSA-N 0.000 description 1
- IGBBADDXMAUKGV-UHFFFAOYSA-N C(C)(C)C1=C(N(CC2CCCC=C2)C)C=CC=C1 Chemical compound C(C)(C)C1=C(N(CC2CCCC=C2)C)C=CC=C1 IGBBADDXMAUKGV-UHFFFAOYSA-N 0.000 description 1
- CKAKLOSWDDZTGO-UHFFFAOYSA-N C(C)(C)N(CC1CCCCC1)OC Chemical compound C(C)(C)N(CC1CCCCC1)OC CKAKLOSWDDZTGO-UHFFFAOYSA-N 0.000 description 1
- DTCBCNDJRNAYRL-UHFFFAOYSA-N COC1C(N(CC2=CC=CC=C2)OC)(CCCC1)OC Chemical compound COC1C(N(CC2=CC=CC=C2)OC)(CCCC1)OC DTCBCNDJRNAYRL-UHFFFAOYSA-N 0.000 description 1
- KSSFXGPMPATKGJ-UHFFFAOYSA-N COC=1C(=C(N(CC2CCCCC2)OC)C=CC1)OC Chemical compound COC=1C(=C(N(CC2CCCCC2)OC)C=CC1)OC KSSFXGPMPATKGJ-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- ABHOJSQYRHGJHC-UHFFFAOYSA-N N-(cyclohexylmethyl)-N-methylpropan-2-amine Chemical compound CC(C)N(C)CC1CCCCC1 ABHOJSQYRHGJHC-UHFFFAOYSA-N 0.000 description 1
- XYEOALKITRFCJJ-UHFFFAOYSA-N O-benzylhydroxylamine Chemical compound NOCC1=CC=CC=C1 XYEOALKITRFCJJ-UHFFFAOYSA-N 0.000 description 1
- 230000001476 alcoholic Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000004432 carbon atoms Chemical group C* 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000002045 lasting Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Fats And Perfumes (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE119879C true DE119879C (ja) |
Family
ID=388981
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT119879D Active DE119879C (ja) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE119879C (ja) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4994619A (en) * | 1987-06-16 | 1991-02-19 | Nissan Chemical Industries, Ltd. | Substituted cyclic ketones, substituted cyclic enones, and process for producing the same |
| US5231208A (en) * | 1987-06-16 | 1993-07-27 | Nissan Chemical Industries, Ltd. | Substituted cyclic ketones, substituted cyclic enones, and process for producing the same |
| US5254708A (en) * | 1987-06-16 | 1993-10-19 | Nissan Chemical Industries, Ltd. | Substituted cyclic ketones, substituted cyclic enones, and process for producing the same |
-
0
- DE DENDAT119879D patent/DE119879C/de active Active
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4994619A (en) * | 1987-06-16 | 1991-02-19 | Nissan Chemical Industries, Ltd. | Substituted cyclic ketones, substituted cyclic enones, and process for producing the same |
| US5089625A (en) * | 1987-06-16 | 1992-02-18 | Nissan Chemical Industries, Ltd. | Substituted cyclic kentones, substituted cyclic enones |
| US5231208A (en) * | 1987-06-16 | 1993-07-27 | Nissan Chemical Industries, Ltd. | Substituted cyclic ketones, substituted cyclic enones, and process for producing the same |
| US5254708A (en) * | 1987-06-16 | 1993-10-19 | Nissan Chemical Industries, Ltd. | Substituted cyclic ketones, substituted cyclic enones, and process for producing the same |
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