WO2008140328A3 - Novel intermediates, process for their preparation and synthesis of 1,4-benzoquinones - Google Patents
Novel intermediates, process for their preparation and synthesis of 1,4-benzoquinones Download PDFInfo
- Publication number
- WO2008140328A3 WO2008140328A3 PCT/NO2008/000172 NO2008000172W WO2008140328A3 WO 2008140328 A3 WO2008140328 A3 WO 2008140328A3 NO 2008000172 W NO2008000172 W NO 2008000172W WO 2008140328 A3 WO2008140328 A3 WO 2008140328A3
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- alkyl
- preparation
- coenzyme
- benzyl
- halogen
- 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.)
- Ceased
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C46/00—Preparation of quinones
- C07C46/02—Preparation of quinones by oxidation giving rise to quinoid structures
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention discloses a new process for the preparation of 1,4-benzoquiones of formula (II) wherein R1, R2, R3 and R4 are independently selected from the group consisting of H, branched or unbranched C1-C6 alkyl, phenyl and benzyl, wherein phenyl and benzyl is optionally substituted by one or more substituent independently selected from the group consisting of C1-C6 alkyl and halogen, and wherein C1-C6 alkyl is optionally substituted with one or more halogen susbstituents, and wherein R2 and R3 together can form a C1-C6-alkylene radical, optionally substituted by one or more susbstituents independently selected from the group comprising C1-C6 alkyl, benzyl, phenyl and halogen. One preferred compound is 2,3- dimethoxy-5-methyl-[l,4]benzoquinone, also known as coenzyme Q0 (CoQ0). Also disclosed are novel compounds and intermediates, and a method for the preparation of coenzyme Qn, preferable the coenzyme Q10. Also disclosed is a method for continuous synthesis of 1,4- benzoquiones in a continuous flow reactor.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NO20072520 | 2007-05-16 | ||
| US11/798,749 US7528271B2 (en) | 2007-05-16 | 2007-05-16 | Intermediates, process for their preparation and synthesis of 1,4-benzoquiones |
| US11/798.749 | 2007-05-16 | ||
| NO20072520A NO20072520L (en) | 2007-05-16 | 2007-05-16 | Novel intermediates, process for their preparation and synthesis of 1,4-benzoquinones |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO2008140328A2 WO2008140328A2 (en) | 2008-11-20 |
| WO2008140328A3 true WO2008140328A3 (en) | 2009-01-29 |
Family
ID=39745036
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/NO2008/000172 Ceased WO2008140328A2 (en) | 2007-05-16 | 2008-05-16 | Novel intermediates, process for their preparation and synthesis of 1,4-benzoquinones |
Country Status (1)
| Country | Link |
|---|---|
| WO (1) | WO2008140328A2 (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1929598A1 (en) * | 1968-06-11 | 1969-12-18 | Takeda Chemical Industries Ltd | Process for the preparation of 2,3-di (lower alkoxy) -5-methyl-1,4-benzoquinones |
-
2008
- 2008-05-16 WO PCT/NO2008/000172 patent/WO2008140328A2/en not_active Ceased
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1929598A1 (en) * | 1968-06-11 | 1969-12-18 | Takeda Chemical Industries Ltd | Process for the preparation of 2,3-di (lower alkoxy) -5-methyl-1,4-benzoquinones |
Non-Patent Citations (2)
| Title |
|---|
| RODRÍGUEZ GONZÁLEZ, GAMBAROTTI, LIGUORI, BJORSVIK: "Efficient and green telescoped process to 2-methoxy-3-methyl-[1,4]benzoquinone", JOURNAL OF ORGANIC CHEMISTRY, vol. 71, 2006, pages 1703 - 1706, XP002496829 * |
| SUGIHARA, WATANABE, KAWAMATSU, MORIMOTO: "Synthese von 2.3-Dimethoxy-5-methyl-1.4-benzochinon und seinen Äthylhomologen", JUSTUS LIEBIGS ANNALEN DER CHEMIE, vol. 763, 1972, pages 109 - 120, XP002233769 * |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2008140328A2 (en) | 2008-11-20 |
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