CN106518833A - New method for preparation of 6,11-dihydro-11-oxo dibenzo [b, e] oxepin-2-acetic acid - Google Patents
New method for preparation of 6,11-dihydro-11-oxo dibenzo [b, e] oxepin-2-acetic acid Download PDFInfo
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- CN106518833A CN106518833A CN201510583516.8A CN201510583516A CN106518833A CN 106518833 A CN106518833 A CN 106518833A CN 201510583516 A CN201510583516 A CN 201510583516A CN 106518833 A CN106518833 A CN 106518833A
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- China
- Prior art keywords
- acetic acid
- oxo dibenzo
- dihydro
- oxepin
- benzyloxies
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- 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.)
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D313/00—Heterocyclic compounds containing rings of more than six members having one oxygen atom as the only ring hetero atom
- C07D313/02—Seven-membered rings
- C07D313/06—Seven-membered rings condensed with carbocyclic rings or ring systems
- C07D313/10—Seven-membered rings condensed with carbocyclic rings or ring systems condensed with two six-membered rings
- C07D313/12—[b,e]-condensed
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
The present invention provides a new method for preparation of 6,11-dihydro-11-oxo dibenzo [b, e] oxepin-2-acetic acid, and the method is as follows: poly phosphoric acid, glacial acetic acid, cyclohexane and 4-(2-hydroxy benzyloxy) phenylacetic acid are mixed and heated under stirring, the temperature of the reaction liquid is controlled at 70 +/-85 DEG C for stirring for reaction for 4 + /-2 hours; a proper amount of drinking water is added under stirring and stirred; after filtering, a solid is washed with the drinking water; and the solid is dried to obtain the 6,11-dihydro-11-oxo dibenzo [b, e] oxepin-2-acetic acid.
Description
Technical field
The present invention relates to pharmaceutical technology field, and in particular to a kind of new 6,11- dihydros -11- oxo dibenzo ［ b, e ］ heptan is because of -2- acetic acids.
Background technology
Chemical name：6,11- dihydro -11- oxo dibenzo ［ b, e ］ heptan are because of -2- acetic acid
Molecular formula：C16H12O4
Molecular weight：268.07
mp： 136-138℃
Chemical structural formula：
The content of the invention
The invention provides a kind of new 6,11- dihydros -11- oxo dibenzo ［ b, e ］ heptan is because of -2- acetic acids.
Chemical equation is shown in accompanying drawing 1.
Concrete preparation method is as follows：
（1）By polyphosphoric acids, glacial acetic acid, thiacyclohexane and 4-（2- hydroxyl benzyloxies）Hybrid Heating under phenylacetic acid stirring state；
（2）70 ± 85 DEG C of reactant liquor of control, stirring reaction 4 ± 2 hours；
（3）Appropriate drinking water is added under stirring condition, is stirred；
（4）Filter, drink water washing solid；
（5）Be dried, 6,11- dihydros -11- oxo dibenzo ［ b, e ］ heptan is obtained because of -2- acetic acid.
As this reaction is exothermic reaction, when temperature is less than 70 DEG C, substantially no target product is generated, and heat release is very fast after reacting generation, so that temperature of reaction system is raised, cause the generation of a large amount of side reactions, and the present invention uses thiacyclohexane as constant temperature agent, itself is atent solvent, boiling point is at 80.7 DEG C, so that temperature of reaction system is unlikely to heat up too fast or exceedes sets requirement.The present invention uses thiacyclohexane as constant temperature agent, and emphasis point is a kind of relative constant temperature method, so thiacyclohexane inventory is appropriate.
Description of the drawings
Fig. 1 is chemical equation.
Specific embodiment
The present invention is expanded on further below by example, but does not place restrictions on the present invention.
Embodiment 1
By PPA2.5kg, HAC1L, thiacyclohexane 0.5L, 4-（2- hydroxyl benzyloxies）In phenylacetic acid 1kg input reaction vessels, stirring heats up, 70-85 DEG C of stirring 2-4 hour of reactant liquor.Appropriate drinking water is added under stirring condition, is stirred, filter, drink water washing solid.It is dried to obtain 0.8kg or so solids.With ethyl alcohol recrystallization, mp 136-138 DEG C.
Claims (3)
1. a kind of new 6,11- dihydros -11- oxo dibenzo ［ b, e ］ heptan, because of -2- acetic acid synthetic methods, is characterised by employing following chemosynthesis, comprises the concrete steps that：
（1）By polyphosphoric acids, glacial acetic acid, thiacyclohexane and 4-（2- hydroxyl benzyloxies）Hybrid Heating under phenylacetic acid stirring state；
（2）70-85 DEG C of reactant liquor of control, stirring reaction 4 ± 2 hours；
（3）Appropriate drinking water is added under stirring condition, is stirred；
（4）Filter, drink water washing solid；
（5）Be dried, 6,11- dihydros -11- oxo dibenzo ［ b, e ］ heptan is obtained because of -2- acetic acid.
2. synthetic method according to claim 1, wherein 4-（2- hydroxyl benzyloxies）The molar ratio range of phenylacetic acid and polyphosphoric acids is：1：1-4, reaction temperature are 70-85 DEG C.
3. synthetic method according to claim 1, wherein 4-（2- hydroxyl benzyloxies）The mol ratio of phenylacetic acid and glacial acetic acid, glacial acetic acid excess.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510583516.8A CN106518833A (en) | 2015-09-15 | 2015-09-15 | New method for preparation of 6,11-dihydro-11-oxo dibenzo [b, e] oxepin-2-acetic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510583516.8A CN106518833A (en) | 2015-09-15 | 2015-09-15 | New method for preparation of 6,11-dihydro-11-oxo dibenzo [b, e] oxepin-2-acetic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN106518833A true CN106518833A (en) | 2017-03-22 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510583516.8A Pending CN106518833A (en) | 2015-09-15 | 2015-09-15 | New method for preparation of 6,11-dihydro-11-oxo dibenzo [b, e] oxepin-2-acetic acid |
Country Status (1)
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| CN (1) | CN106518833A (en) |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1476214A (en) * | 1973-07-24 | 1977-06-10 | Daiichi Seiyaku Co | Dibenzoxepin derivatives process for the preparation thereof and pharmaceutical compositions containing them |
| US4118401A (en) * | 1977-10-19 | 1978-10-03 | American Hoechst Corporation | Preparation of 6,11-dihydro-11-oxodibenz[b,e]oxepin-2-acetic acid and precursors therefor |
| US4585788A (en) * | 1973-09-06 | 1986-04-29 | American Hoechst Corporation | 6,11-dihydrodibenz[b,e]oxepin-acetic acids and derivatives |
| WO2011128911A2 (en) * | 2010-04-12 | 2011-10-20 | Msn Laboratories Limited | Improved process for ll-[(z)-3-(dimethylamino)propyiidenel-6-ll- dihydrodibenz[b,el oxepin-2-aceticacid |
| CN102757339A (en) * | 2012-08-01 | 2012-10-31 | 北京联本医药化学技术有限公司 | Improved preparation method of 4-(2-carboxybenzyloxy) phenylacetic acid |
| CN102838582A (en) * | 2012-09-19 | 2012-12-26 | 湖州恒远生物化学技术有限公司 | Preparation method of isoxepac |
-
2015
- 2015-09-15 CN CN201510583516.8A patent/CN106518833A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1476214A (en) * | 1973-07-24 | 1977-06-10 | Daiichi Seiyaku Co | Dibenzoxepin derivatives process for the preparation thereof and pharmaceutical compositions containing them |
| US4585788A (en) * | 1973-09-06 | 1986-04-29 | American Hoechst Corporation | 6,11-dihydrodibenz[b,e]oxepin-acetic acids and derivatives |
| US4118401A (en) * | 1977-10-19 | 1978-10-03 | American Hoechst Corporation | Preparation of 6,11-dihydro-11-oxodibenz[b,e]oxepin-2-acetic acid and precursors therefor |
| WO2011128911A2 (en) * | 2010-04-12 | 2011-10-20 | Msn Laboratories Limited | Improved process for ll-[(z)-3-(dimethylamino)propyiidenel-6-ll- dihydrodibenz[b,el oxepin-2-aceticacid |
| CN102757339A (en) * | 2012-08-01 | 2012-10-31 | 北京联本医药化学技术有限公司 | Improved preparation method of 4-(2-carboxybenzyloxy) phenylacetic acid |
| CN102838582A (en) * | 2012-09-19 | 2012-12-26 | 湖州恒远生物化学技术有限公司 | Preparation method of isoxepac |
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Application publication date: 20170322 |
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