MX3176E - Procedimiento mejorado para la sintesis de 2 , 6 , 6 - tri metil - 2 - ciano metil tetra hidro pirano y/o 2 - metil - 2 - ciano metil - 5 - iso propil tetra hidro furano - Google Patents
Procedimiento mejorado para la sintesis de 2 , 6 , 6 - tri metil - 2 - ciano metil tetra hidro pirano y/o 2 - metil - 2 - ciano metil - 5 - iso propil tetra hidro furanoInfo
- Publication number
- MX3176E MX3176E MX000124U MX12476U MX3176E MX 3176 E MX3176 E MX 3176E MX 000124 U MX000124 U MX 000124U MX 12476 U MX12476 U MX 12476U MX 3176 E MX3176 E MX 3176E
- Authority
- MX
- Mexico
- Prior art keywords
- methyl
- cyane
- tetra hydro
- cyanomethyl
- compound
- Prior art date
Links
- 230000015572 biosynthetic process Effects 0.000 title abstract 6
- 238000000034 method Methods 0.000 title abstract 2
- 238000003786 synthesis reaction Methods 0.000 title abstract 2
- VQOPWWOTZGPIPN-UHFFFAOYSA-N 2-methyl-5-propan-2-yloxolane Chemical compound CC(C)C1CCC(C)O1 VQOPWWOTZGPIPN-UHFFFAOYSA-N 0.000 title 1
- YBDQLHBVNXARAU-UHFFFAOYSA-N 2-methyloxane Chemical compound CC1CCCCO1 YBDQLHBVNXARAU-UHFFFAOYSA-N 0.000 title 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical class [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 5
- JSCDRQIEVSNCBE-UHFFFAOYSA-N 2-(2,6,6-trimethyloxan-2-yl)acetonitrile Chemical compound CC1(C)CCCC(C)(CC#N)O1 JSCDRQIEVSNCBE-UHFFFAOYSA-N 0.000 abstract 3
- 239000011347 resin Substances 0.000 abstract 3
- 229920005989 resin Polymers 0.000 abstract 3
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 abstract 2
- AFWHMVTTYMQCQP-UHFFFAOYSA-N 2-(2-methyl-5-propan-2-yloxolan-2-yl)acetonitrile Chemical compound CC(C)C1CCC(C)(CC#N)O1 AFWHMVTTYMQCQP-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- NBLNRPBHSRCLLY-UHFFFAOYSA-N 2,3-dimethyl-5-propan-2-yloxolane-2-carbonitrile Chemical compound CC1(OC(CC1C)C(C)C)C#N NBLNRPBHSRCLLY-UHFFFAOYSA-N 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 238000005341 cation exchange Methods 0.000 abstract 1
- 239000003729 cation exchange resin Substances 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 239000003456 ion exchange resin Substances 0.000 abstract 1
- 229920003303 ion-exchange polymer Polymers 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D309/04—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/10—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/16—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pyrane Compounds (AREA)
- Furan Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
La presente invención se refiere a un procedimiento mejorado para la síntesis de 2,6,6-trimetil-2-cianometil tetrahidropirano y/o 2-metil-2-cianometil-5-isopropil tetrahidrofurano, caracterizado por: disolver 3,7-dimetil-3-nidroxi-6-octenonitrilo en un disolvente inerte y ciclizar el alcohol poniendo en contacto la solución así obtenida con una resina de intercambio catiónico bajo condiciones específicas de temperatura y cantidad de resina usada seleccionada para favorecer la formación del compuesto final deseado; las condiciones en favor de la formación del compuesto 2,6,6-trimetil-2-cianometil tetrahidropirano son una temperatura de 20°C - 150°C y la reacción se lleva al cabo en la presencia de cantidades casi catalíticas de la resina de intercambio catiónico, y las condiciones en favor de la formación del compuesto 2-metil-2-ciano-metil-5-isopropil tetrahidrofurano son una temperatura de 80°C - 180°C y la reacción se lleva al cabo en la presencia de una cantidad de resina de intercambio iónico que varía desde casi cantidades catalíticas hasta relaciones de la resina al alcohol, por peso, iguales a 1 o mayores, y opcionalmente convertir el 2,6,6-trimetil-2-cianometil tetrahidropirano a 2-metil-2-cianometil-5-isopropil tetrahidrofurano rearreglando el primer compuesto mencionado bajo las condiciones anteriormente citadas en favor de la formación del último compuesto.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2172475A IT1037201B (it) | 1975-03-27 | 1975-03-27 | Procedimento per la ciclizzazione di alcooli gamma delta o delta epsilon insaturi e prodotti cosi ottenuti |
| IT2972675A IT1049923B (it) | 1975-11-27 | 1975-11-27 | 2 metil 2 cianometil 5 i sopropil tetraidrofurano e procedimento per la sua preparazione |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX3176E true MX3176E (es) | 1980-06-10 |
Family
ID=26327981
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX000124U MX3176E (es) | 1975-03-27 | 1976-03-26 | Procedimiento mejorado para la sintesis de 2 , 6 , 6 - tri metil - 2 - ciano metil tetra hidro pirano y/o 2 - metil - 2 - ciano metil - 5 - iso propil tetra hidro furano |
Country Status (25)
| Country | Link |
|---|---|
| US (1) | US4284567A (es) |
| JP (1) | JPS51118759A (es) |
| AU (1) | AU503650B2 (es) |
| BG (2) | BG26534A4 (es) |
| BR (1) | BR7601879A (es) |
| CA (1) | CA1085862A (es) |
| CH (1) | CH628042A5 (es) |
| DD (1) | DD126305A5 (es) |
| DE (1) | DE2612749C3 (es) |
| DK (1) | DK142986C (es) |
| EG (1) | EG12421A (es) |
| ES (1) | ES446618A1 (es) |
| FR (1) | FR2305437A1 (es) |
| GB (1) | GB1506328A (es) |
| IE (1) | IE43460B1 (es) |
| IN (1) | IN147573B (es) |
| LU (1) | LU74642A1 (es) |
| MX (1) | MX3176E (es) |
| NL (1) | NL164856C (es) |
| NO (1) | NO144387C (es) |
| PT (1) | PT64931B (es) |
| RO (2) | RO70657A (es) |
| SE (1) | SE426941B (es) |
| SU (1) | SU591144A3 (es) |
| YU (2) | YU79776A (es) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4863631A (en) * | 1988-06-24 | 1989-09-05 | International Flavors & Fragrances Inc. | Dimethyl substituted alkyl nitriles, perfume and bleach compositions containing same organoleptic uses thereof and process intermediates for producing same |
| DE19747879A1 (de) | 1997-10-21 | 1999-04-22 | Volker Prof Dr Hepp | Vorrichtung zur Zeiterfassung |
| KR101042460B1 (ko) * | 2004-10-28 | 2011-06-16 | 신에쓰 가가꾸 고교 가부시끼가이샤 | 환상 구조를 갖는 불소 함유 단량체, 그의 제조 방법,중합체, 포토레지스트 조성물 및 패턴 형성 방법 |
| DE102019125551B4 (de) | 2019-09-23 | 2023-02-16 | Topinox Sarl | Verfahren zum Analysieren des Absorptionsverhaltens eines Objekts, Verfahren zum Betrieb eines Gargeräts sowie Analysegerät |
| FR3149265B1 (fr) | 2023-05-31 | 2025-04-18 | Psa Automobiles Sa | Enjoliveur pour volet arrière de véhicule automobile |
-
1976
- 1976-03-22 CA CA248,513A patent/CA1085862A/en not_active Expired
- 1976-03-22 PT PT64931A patent/PT64931B/pt unknown
- 1976-03-25 DE DE2612749A patent/DE2612749C3/de not_active Expired
- 1976-03-25 GB GB12145/76A patent/GB1506328A/en not_active Expired
- 1976-03-25 AU AU12350/76A patent/AU503650B2/en not_active Expired
- 1976-03-25 LU LU74642A patent/LU74642A1/xx unknown
- 1976-03-25 CH CH376176A patent/CH628042A5/it not_active IP Right Cessation
- 1976-03-26 SE SE7603705A patent/SE426941B/xx unknown
- 1976-03-26 FR FR7608881A patent/FR2305437A1/fr active Granted
- 1976-03-26 ES ES446618A patent/ES446618A1/es not_active Expired
- 1976-03-26 YU YU00797/76A patent/YU79776A/xx unknown
- 1976-03-26 DK DK135076A patent/DK142986C/da active
- 1976-03-26 NO NO761069A patent/NO144387C/no unknown
- 1976-03-26 BG BG033674A patent/BG26534A4/xx unknown
- 1976-03-26 DD DD192062A patent/DD126305A5/xx unknown
- 1976-03-26 BG BG032713A patent/BG25223A3/xx unknown
- 1976-03-26 SU SU762338611A patent/SU591144A3/ru active
- 1976-03-26 JP JP51032740A patent/JPS51118759A/ja active Pending
- 1976-03-26 IE IE650/76A patent/IE43460B1/en unknown
- 1976-03-26 MX MX000124U patent/MX3176E/es unknown
- 1976-03-26 BR BR7601879A patent/BR7601879A/pt unknown
- 1976-03-27 RO RO7685331A patent/RO70657A/ro unknown
- 1976-03-27 RO RO7695555A patent/RO76213A/ro unknown
- 1976-03-27 EG EG184/76A patent/EG12421A/xx active
- 1976-03-29 NL NL7603279.A patent/NL164856C/xx not_active IP Right Cessation
-
1978
- 1978-01-27 IN IN101/CAL/78A patent/IN147573B/en unknown
-
1979
- 1979-10-04 US US06/081,885 patent/US4284567A/en not_active Expired - Lifetime
-
1982
- 1982-10-27 YU YU02406/82A patent/YU240682A/xx unknown
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