IE42789L - Preparation of gamma-pyrones - Google Patents
Preparation of gamma-pyronesInfo
- Publication number
- IE42789L IE42789L IE760685A IE68576A IE42789L IE 42789 L IE42789 L IE 42789L IE 760685 A IE760685 A IE 760685A IE 68576 A IE68576 A IE 68576A IE 42789 L IE42789 L IE 42789L
- Authority
- IE
- Ireland
- Prior art keywords
- pyrones
- gamma
- formula
- preparation
- compound
- Prior art date
Links
- XPCTZQVDEJYUGT-UHFFFAOYSA-N 3-hydroxy-2-methyl-4-pyrone Chemical compound CC=1OC=CC(=O)C=1O XPCTZQVDEJYUGT-UHFFFAOYSA-N 0.000 abstract 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 abstract 2
- HYMLWHLQFGRFIY-UHFFFAOYSA-N Maltol Natural products CC1OC=CC(=O)C1=O HYMLWHLQFGRFIY-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000008065 acid anhydrides Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000006735 epoxidation reaction Methods 0.000 abstract 1
- 229940043353 maltol Drugs 0.000 abstract 1
- 238000006462 rearrangement reaction Methods 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
Classifications
-
- 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
- C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/32—Oxygen atoms
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/205—Heterocyclic compounds
- A23L27/2052—Heterocyclic compounds having oxygen or sulfur as the only hetero 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
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/60—Two oxygen atoms, e.g. succinic anhydride
-
- 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
- C07D309/32—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
-
- 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
- C07D309/34—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D309/36—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with oxygen atoms directly attached to ring carbon atoms
- C07D309/40—Oxygen atoms attached in positions 3 and 4, e.g. maltol
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/0069—Heterocyclic compounds
- C11B9/0073—Heterocyclic compounds containing only O or S as heteroatoms
- C11B9/008—Heterocyclic compounds containing only O or S as heteroatoms the hetero rings containing six atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Nutrition Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Epoxy Compounds (AREA)
- Saccharide Compounds (AREA)
- Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyrane Compounds (AREA)
- Pyridine Compounds (AREA)
- Electroluminescent Light Sources (AREA)
- Picture Signal Circuits (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Compounds Of Unknown Constitution (AREA)
- Transforming Electric Information Into Light Information (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
gamma -Pyrones, for example maltol which can be used as a perfumery agent, are obtained by a rearrangement reaction of epoxybeta -pyrones of formula II, in which R and R' have the meaning given in Claim 1, with an acid. It is possible to synthesise the compound of formula II by reaction of a compound of formula III (which can be obtained from furfural) with an acid anhydride having a pKa of </= 4, and subsequent epoxidation. <IMAGE>
[GB1505028A]
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IE1454/78A IE42790B1 (en) | 1975-08-28 | 1976-04-01 | 2-ethyl-6-alkoxy-2,3-dihydro-6h-pyran-3-ones |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US60845275A | 1975-08-28 | 1975-08-28 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE42789L true IE42789L (en) | 1977-02-28 |
| IE42789B1 IE42789B1 (en) | 1980-10-22 |
Family
ID=24436571
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE685/76A IE42789B1 (en) | 1975-08-28 | 1976-04-01 | Preparation of gamma-pyrones |
Country Status (36)
| Country | Link |
|---|---|
| JP (1) | JPS5231077A (en) |
| AR (2) | AR214976A1 (en) |
| AT (1) | AT347455B (en) |
| BE (1) | BE843953A (en) |
| BG (1) | BG27373A3 (en) |
| BR (1) | BR7604541A (en) |
| CA (1) | CA1077501A (en) |
| CH (1) | CH620917A5 (en) |
| CS (2) | CS193557B2 (en) |
| DD (2) | DD127201A5 (en) |
| DE (1) | DE2630837C3 (en) |
| DK (1) | DK148020C (en) |
| ES (3) | ES449938A1 (en) |
| FI (1) | FI71316C (en) |
| FR (1) | FR2322146A1 (en) |
| GB (2) | GB1505028A (en) |
| GR (1) | GR60430B (en) |
| HK (2) | HK30081A (en) |
| HU (2) | HU187762B (en) |
| IE (1) | IE42789B1 (en) |
| IN (1) | IN144978B (en) |
| IT (1) | IT1065604B (en) |
| LU (1) | LU75380A1 (en) |
| MX (1) | MX3627E (en) |
| MY (2) | MY8100273A (en) |
| NL (2) | NL166260C (en) |
| NO (3) | NO145952C (en) |
| PH (2) | PH13217A (en) |
| PL (3) | PL110241B1 (en) |
| PT (1) | PT65357B (en) |
| RO (1) | RO71275B (en) |
| SE (3) | SE426592B (en) |
| SU (2) | SU942596A3 (en) |
| TR (1) | TR19310A (en) |
| YU (2) | YU39355B (en) |
| ZA (1) | ZA763902B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS52153967A (en) * | 1976-06-15 | 1977-12-21 | Otsuka Chem Co Ltd | 5,6-dihydro-2h-pyran-5-one derivatives |
| CA1095921A (en) * | 1976-08-02 | 1981-02-17 | Thomas M. Brennan | Preparation of gamma-pyrones |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE225446C (en) * | ||||
| US3159652A (en) * | 1962-06-13 | 1964-12-01 | Pfizer & Co C | Preparation of gamma-pyrones |
| US3476778A (en) * | 1966-05-16 | 1969-11-04 | Monsanto Co | Gamma-pyrone synthesis |
| US3491122A (en) * | 1966-09-14 | 1970-01-20 | Monsanto Co | Synthesis of 4-pyrones |
| JPS5145565B1 (en) * | 1968-10-12 | 1976-12-04 | ||
| JPS5212166A (en) * | 1975-07-17 | 1977-01-29 | Tatsuya Shono | Process for preparation of 4-pyron derivatives |
-
1976
- 1976-04-01 IE IE685/76A patent/IE42789B1/en unknown
- 1976-06-24 SE SE7607321A patent/SE426592B/en unknown
- 1976-06-28 GR GR51133A patent/GR60430B/en unknown
- 1976-06-29 CA CA255,993A patent/CA1077501A/en not_active Expired
- 1976-06-29 IN IN1155/CAL/76A patent/IN144978B/en unknown
- 1976-06-30 YU YU1604/76A patent/YU39355B/en unknown
- 1976-06-30 ZA ZA763902A patent/ZA763902B/en unknown
- 1976-07-01 PH PH18639A patent/PH13217A/en unknown
- 1976-07-07 MX MX761180U patent/MX3627E/en unknown
- 1976-07-09 FR FR7621102A patent/FR2322146A1/en active Granted
- 1976-07-09 BE BE1007496A patent/BE843953A/en not_active IP Right Cessation
- 1976-07-09 DE DE2630837A patent/DE2630837C3/en not_active Expired
- 1976-07-12 BR BR7604541A patent/BR7604541A/en unknown
- 1976-07-12 PT PT65357A patent/PT65357B/en unknown
- 1976-07-13 DK DK315576A patent/DK148020C/en not_active IP Right Cessation
- 1976-07-13 DD DD193825A patent/DD127201A5/xx unknown
- 1976-07-13 JP JP51083428A patent/JPS5231077A/en active Pending
- 1976-07-13 NL NL7607730.A patent/NL166260C/en not_active IP Right Cessation
- 1976-07-13 DD DD7600200675A patent/DD131857A5/en unknown
- 1976-07-13 FI FI762039A patent/FI71316C/en not_active IP Right Cessation
- 1976-07-13 NO NO762449A patent/NO145952C/en unknown
- 1976-07-14 CH CH905076A patent/CH620917A5/en not_active IP Right Cessation
- 1976-07-14 AR AR263946A patent/AR214976A1/en active
- 1976-07-14 LU LU75380A patent/LU75380A1/xx unknown
- 1976-07-14 AT AT517276A patent/AT347455B/en not_active IP Right Cessation
- 1976-07-14 IT IT50417/76A patent/IT1065604B/en active
- 1976-07-19 ES ES449938A patent/ES449938A1/en not_active Expired
- 1976-07-20 BG BG033793A patent/BG27373A3/en unknown
- 1976-07-21 GB GB30470/76A patent/GB1505028A/en not_active Expired
- 1976-07-21 GB GB43608/76A patent/GB1505029A/en not_active Expired
- 1976-07-23 HU HU81127A patent/HU187762B/en unknown
- 1976-07-23 CS CS764886A patent/CS193557B2/en unknown
- 1976-07-23 HU HU76PI532A patent/HU177367B/en unknown
- 1976-07-23 RO RO87075A patent/RO71275B/en unknown
- 1976-07-23 CS CS776588A patent/CS193595B2/en unknown
- 1976-07-24 PL PL1976210756A patent/PL110241B1/en unknown
- 1976-07-24 PL PL1976191419A patent/PL104612B1/en unknown
- 1976-07-24 PL PL1976210755A patent/PL110369B1/en unknown
- 1976-08-27 SU SU762391501A patent/SU942596A3/en active
-
1977
- 1977-03-18 AR AR266904A patent/AR215618A1/en active
- 1977-08-01 ES ES461253A patent/ES461253A1/en not_active Expired
- 1977-08-01 ES ES461252A patent/ES461252A1/en not_active Expired
- 1977-08-04 PH PH20075A patent/PH14410A/en unknown
- 1977-08-30 SU SU772514858A patent/SU1169540A3/en active
-
1978
- 1978-08-08 TR TR19310A patent/TR19310A/en unknown
-
1979
- 1979-12-21 SE SE7910630A patent/SE433078B/en unknown
- 1979-12-21 SE SE7910631A patent/SE432929B/en unknown
-
1980
- 1980-09-02 NL NL8004974A patent/NL8004974A/en active Search and Examination
- 1980-12-17 NO NO803832A patent/NO146572C/en unknown
- 1980-12-17 NO NO803831A patent/NO147245C/en unknown
-
1981
- 1981-07-02 HK HK300/81A patent/HK30081A/en unknown
- 1981-07-02 HK HK299/81A patent/HK29981A/en unknown
- 1981-12-30 MY MY273/81A patent/MY8100273A/en unknown
- 1981-12-30 MY MY265/81A patent/MY8100265A/en unknown
-
1982
- 1982-05-17 YU YU1031/82A patent/YU39577B/en unknown
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