IE39523B1 - Process for the preparation of 2,2,6,6,-tetramethyl-4-oxopiperidine - Google Patents
Process for the preparation of 2,2,6,6,-tetramethyl-4-oxopiperidineInfo
- Publication number
- IE39523B1 IE39523B1 IE1302/74A IE130274A IE39523B1 IE 39523 B1 IE39523 B1 IE 39523B1 IE 1302/74 A IE1302/74 A IE 1302/74A IE 130274 A IE130274 A IE 130274A IE 39523 B1 IE39523 B1 IE 39523B1
- Authority
- IE
- Ireland
- Prior art keywords
- acetone
- acid
- ammonia
- triacetoneamine
- april
- Prior art date
Links
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 15
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 6
- JWUXJYZVKZKLTJ-UHFFFAOYSA-N Triacetonamine Chemical compound CC1(C)CC(=O)CC(C)(C)N1 JWUXJYZVKZKLTJ-UHFFFAOYSA-N 0.000 abstract 6
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Natural products CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 abstract 5
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 abstract 3
- 229910021529 ammonia Inorganic materials 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- OZXIZRZFGJZWBF-UHFFFAOYSA-N 1,3,5-trimethyl-2-(2,4,6-trimethylphenoxy)benzene Chemical compound CC1=CC(C)=CC(C)=C1OC1=C(C)C=C(C)C=C1C OZXIZRZFGJZWBF-UHFFFAOYSA-N 0.000 abstract 2
- -1 AlCl 3 Chemical class 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 239000003377 acid catalyst Substances 0.000 abstract 2
- SHOJXDKTYKFBRD-UHFFFAOYSA-N mesityl oxide Natural products CC(C)=CC(C)=O SHOJXDKTYKFBRD-UHFFFAOYSA-N 0.000 abstract 2
- FTVFPPFZRRKJIH-UHFFFAOYSA-N 2,2,6,6-tetramethylpiperidin-4-amine Chemical compound CC1(C)CC(N)CC(C)(C)N1 FTVFPPFZRRKJIH-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- 239000002841 Lewis acid Substances 0.000 abstract 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000003426 co-catalyst Substances 0.000 abstract 1
- CQTRUFMMCCOKTA-UHFFFAOYSA-N diacetoneamine hydrogen oxalate Natural products CC(=O)CC(C)(C)N CQTRUFMMCCOKTA-UHFFFAOYSA-N 0.000 abstract 1
- 150000002170 ethers Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- 235000006408 oxalic acid Nutrition 0.000 abstract 1
- MTZWHHIREPJPTG-UHFFFAOYSA-N phorone Chemical compound CC(C)=CC(=O)C=C(C)C MTZWHHIREPJPTG-UHFFFAOYSA-N 0.000 abstract 1
- 229930193351 phorone Natural products 0.000 abstract 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 abstract 1
- 239000002798 polar solvent Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/68—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D211/72—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D211/74—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/02—Preparation by ring-closure or hydrogenation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH924173A CH574412A5 (en) | 1973-06-25 | 1973-06-25 | 2,2,6,6-Tetra-methyl-4-oxo-piperidine prepn. - from acetone and ammonia with acid catalyst in two stages with addn. of further acetone in second stage |
| CH1425773 | 1973-10-05 | ||
| CH543974 | 1974-04-19 | ||
| CH559974 | 1974-04-24 | ||
| CH701874A CH582147A5 (en) | 1974-05-22 | 1974-05-22 | 2,2,6,6-Tetra-methyl-4-oxo-piperidine prepn. - from acetone and ammonia with acid catalyst in two stages with addn. of further acetone in second stage |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE39523L IE39523L (en) | 1974-12-25 |
| IE39523B1 true IE39523B1 (en) | 1978-10-25 |
Family
ID=27509238
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1302/74A IE39523B1 (en) | 1973-06-25 | 1974-06-21 | Process for the preparation of 2,2,6,6,-tetramethyl-4-oxopiperidine |
Country Status (19)
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2807172A1 (de) * | 1978-02-20 | 1979-08-23 | Huels Chemische Werke Ag | Verfahren zur herstellung von 2,2,6,6-tetramethylpiperidon-(4) |
| IT1094039B (it) * | 1978-03-31 | 1985-07-26 | Chimosa Chimica Organica Spa | Processo per la preparazione di 2,2,6,6-tetrametil-4-piperidone |
| US4275211A (en) * | 1978-11-17 | 1981-06-23 | Ciba-Geigy Corporation | Process for preparing 2,2,6,6-tetraalkyl-4-oxopiperidines |
| DE2916471A1 (de) * | 1979-04-24 | 1980-11-06 | Hoechst Ag | Verfahren zur herstellung von 2,2, 6,6-tetramethylpiperidon-4 |
| DE3013403A1 (de) * | 1980-04-05 | 1981-10-08 | Hoechst Ag, 6000 Frankfurt | Verfahren zur herstellung von 2,2,6,6-tetramethylpiperdon-4 |
| DE3119514A1 (de) * | 1981-05-15 | 1983-02-24 | Empresa Cubana Exportadora e Importadora de Productos Médicos Medicuba, La Habana | Triacetonaminhydrochlorid, verfahren zu seiner herstellung und arzneimittel |
| JPH0739389B2 (ja) * | 1986-03-03 | 1995-05-01 | 吉富製薬株式会社 | ２，２，６，６−テトラメチル−４−オキソピペリジンの製造方法 |
| DE19634157A1 (de) * | 1996-08-23 | 1998-02-26 | Basf Ag | Verfahren zur Herstellung von 2,2,6,6-Tetramethylpiperidin-4-on |
| DE102012215900A1 (de) | 2012-09-07 | 2014-05-15 | Evonik Industries Ag | Verfahren zur Herstellung und Aufarbeitung eines Triacetonamin-haltigen Reaktionsgemisches |
| DE102012215903A1 (de) | 2012-09-07 | 2014-03-13 | Evonik Industries Ag | Verfahren zur Behandlung eines Abwasserstroms, der bei der Aufarbeitung eines Triacetonamin-haltigen Reaktionsgemisches entsteht |
| EP3663284B1 (de) | 2018-12-07 | 2021-02-03 | Evonik Operations GmbH | Verbessertes verfahren zur herstellung von triacetonamin |
| EP3750876A1 (de) | 2019-06-13 | 2020-12-16 | Evonik Operations GmbH | Verfahren zur herstellung von triacetonamin, 2,2,4,6-tetramethylpiperidin und/oder den salzen des 2,2,4,6-tetramethylpiperidins |
| US11731940B2 (en) | 2020-05-07 | 2023-08-22 | Evonik Operations Gmbh | Process for preparing triacetonamine |
| EP4279484A1 (de) | 2022-05-17 | 2023-11-22 | Sabo GmbH | Verbessertes verfahren zur herstellung von triacetonamin |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3513170A (en) * | 1966-07-23 | 1970-05-19 | Sankyo Co | Preparation of 2,2,6,6-tetramethyl-4-oxopiperidine |
-
1974
- 1974-06-20 DK DK330874AA patent/DK139678B/da unknown
- 1974-06-20 NO NO742255A patent/NO742255L/no unknown
- 1974-06-20 SE SE7408172A patent/SE403478B/xx unknown
- 1974-06-20 FI FI1905/74A patent/FI190574A7/fi unknown
- 1974-06-21 CA CA203,059A patent/CA1027950A/en not_active Expired
- 1974-06-21 DD DD179373A patent/DD112443A5/xx unknown
- 1974-06-21 HU HUCI001483 patent/HU176761B/hu unknown
- 1974-06-21 AR AR254314A patent/AR202653A1/es active
- 1974-06-21 NL NL7408409A patent/NL190846C/xx not_active IP Right Cessation
- 1974-06-21 AT AT517774A patent/AT338262B/de not_active IP Right Cessation
- 1974-06-21 IL IL45095A patent/IL45095A/en unknown
- 1974-06-21 IE IE1302/74A patent/IE39523B1/xx unknown
- 1974-06-21 GB GB2760474A patent/GB1461703A/en not_active Expired
- 1974-06-21 JP JP49071215A patent/JPS5929589B2/ja not_active Expired
- 1974-06-21 BG BG027040A patent/BG27080A3/xx unknown
- 1974-06-21 DE DE2429937A patent/DE2429937A1/de active Granted
- 1974-06-21 LU LU70387*A patent/LU70387A1/xx unknown
- 1974-06-21 IT IT24300/74A patent/IT1021057B/it active
- 1974-06-21 FR FR7421684A patent/FR2234291B1/fr not_active Expired
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| IE39523B1 (en) | Process for the preparation of 2,2,6,6,-tetramethyl-4-oxopiperidine | |
| Bartlett et al. | The reaction of isopropyllithium and t-butyllithium with simple olefins | |
| Johnson et al. | The chemistry of ylids—V: trialkylphosphoniumfluorenylides mechanism of the Wittig reaction | |
| GB1461702A (en) | Process for the preparation of 2,2,6,6,-tetramethyl-4-oxopiper idine | |
| KR850001229A (ko) | 4'-탈메틸-4-에피포도필로톡신 유도체의 제조방법 | |
| GB1528705A (en) | Method for the production of guerbet alcohols | |
| GB1468388A (en) | Process for the hydrolysis of decidous wood | |
| US4667037A (en) | Dealkylation of opioid ethers | |
| GB1445707A (en) | Imidazolyl-indane and imidazolyl-tetralin derivatives | |
| DE2318001A1 (de) | Neue dienische sulfone | |
| GB1471041A (en) | Bis-sulphonamidocarboxyclic acids and salts thereof and use of the salts as metal-working agents | |
| KR850005291A (ko) | 에탈렌글리콜의 제법, 이에 사용되는 촉매조성물 및 동촉매 조성물의 제법 | |
| EP0350069A2 (en) | Method for oxidizing unsaturated aromatic compounds | |
| KR870003069A (ko) | 아제티딘-3-카르복실산, 그염 및 이들의 제조방법 | |
| GB1428341A (en) | Process for preparing 4,5-diphenyl-oxazol-2-one | |
| Hamrick Jr et al. | Condensation of Phenylacetic Acid with Certain Ketones to Form α-Phenyl-β-hydroxy Acids by Alkali Amides. Equilibrium Factors1 | |
| Cromwell et al. | Endocyclic α, β-Unsaturated Ketones. II. 1 Reactions of 8-Bromoperinaphthenone-7 with Amines | |
| US3116314A (en) | Organophosphorus compounds and methods of preparing same | |
| GB1195909A (en) | Process for the Production of Cycloacetal Esters and Cycloketal Esters | |
| Cope et al. | Reaction of Cycloheptene Oxide with Formic Acid | |
| SU682513A1 (ru) | Натриевые соли алкилфенилэтилоксиэтансульфокислот как анионные поверхностноактивные вещества | |
| GB758382A (en) | Improvements in bis-(ú-aminophenoxy) alkane derivatives | |
| IE34307B1 (en) | New 1-alkyl-6-azauracil compounds and preparations which contain a 1-alkyl-6-azauracil compound as an active ingredient | |
| JPS59163352A (ja) | セリンの製造法 | |
| KR890012933A (ko) | 카르복실산 또는 이들의 에스테르의 제조방법 |