WO2018039845A1 - Procédé de préparation d'anhydride hydroxybenzoïque - Google Patents
Procédé de préparation d'anhydride hydroxybenzoïque Download PDFInfo
- Publication number
- WO2018039845A1 WO2018039845A1 PCT/CN2016/097106 CN2016097106W WO2018039845A1 WO 2018039845 A1 WO2018039845 A1 WO 2018039845A1 CN 2016097106 W CN2016097106 W CN 2016097106W WO 2018039845 A1 WO2018039845 A1 WO 2018039845A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- anhydride
- benzoic
- hydroxybenzoic
- preparing
- preparation
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 13
- WLPQCHKXJRHZRI-UHFFFAOYSA-N (2-hydroxybenzoyl) 2-hydroxybenzoate Chemical compound OC1=CC=CC=C1C(=O)OC(=O)C1=CC=CC=C1O WLPQCHKXJRHZRI-UHFFFAOYSA-N 0.000 title claims abstract description 8
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims abstract description 24
- NOGFHTGYPKWWRX-UHFFFAOYSA-N 2,2,6,6-tetramethyloxan-4-one Chemical compound CC1(C)CC(=O)CC(C)(C)O1 NOGFHTGYPKWWRX-UHFFFAOYSA-N 0.000 claims abstract description 13
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000005711 Benzoic acid Substances 0.000 claims abstract description 6
- 235000010233 benzoic acid Nutrition 0.000 claims abstract description 6
- 239000011541 reaction mixture Substances 0.000 claims abstract description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 9
- 239000013078 crystal Substances 0.000 claims description 4
- 230000009965 odorless effect Effects 0.000 claims description 3
- 238000000746 purification Methods 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 abstract description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 5
- 239000002994 raw material Substances 0.000 abstract description 4
- 239000012452 mother liquor Substances 0.000 abstract description 2
- 238000002844 melting Methods 0.000 abstract 1
- 230000008018 melting Effects 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000004508 fractional distillation Methods 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 239000003513 alkali Substances 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/54—Preparation of carboxylic acid anhydrides
- C07C51/56—Preparation of carboxylic acid anhydrides from organic acids, their salts, their esters or their halides, e.g. by carboxylation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/04—Monocyclic monocarboxylic acids
- C07C63/06—Benzoic acid
Definitions
- the invention belongs to the technical field of preparation of organic compounds, and in particular relates to a preparation method of hydroxybenzoic anhydride.
- Hydroxybenzoic anhydride is a commonly used organic intermediate and has a wide range of uses in organic synthesis, chemical raw materials, pharmaceutical preparation, etc., especially in the pharmaceutical industry as a basic intermediate to derive a large number of organic compounds and new varieties. Commonly used for the determination of water. Benzoic acid liver is formed by the condensation of benzoic acid with acetic anhydride. Benzoic anhydride, also known as benzoic anhydride, is a colorless orthorhombic prism crystal, insoluble in water, soluble in ether and ethanol, stable to water and cold alkali, and can be hydrolyzed by boiling alkali metal carbonates and caustic. The preparation of common benzoic anhydride is low in purity and cannot be used by people.
- the object of the present invention is to provide a method for preparing benzoic anhydride having high purity and high quality in view of the deficiencies of the prior art.
- the technical solution of the present invention is: a method for preparing benzoic anhydride, which is innovative in that the steps are as follows:
- fractional distillation under reduced pressure, and fractions below 145 ° C, 145-175 ° C, and 175-200 ° C are separately collected at 15-19 mmHg, the latter being a crude benzoic anhydride, a lower temperature fraction and the above
- the fractions of 120-130 °C are combined, and after adding a drop of phosphoric acid, fractional distillation is carried out to obtain some 210-220/20 mmHg fractions, ie crude benzoic anhydride, total crude product 1.0-1.2 Kg, normal pressure 120-130 °C
- the fraction is subjected to re-distillation to obtain crude acetic acid below 120 ° C and crude acetic anhydride at 130-140 ° C;
- the preparation method of the benzoic anhydride of the invention is simple and easy to operate, convenient to operate, easy to obtain raw materials, common in equipment, short in cycle and high in purity.
- a method for preparing hydroxybenzoic anhydride the steps are as follows:
- the preparation method of the invention adopts benzoic anhydride, which is simple and easy to operate, convenient to operate, easy to obtain raw materials, common in equipment, short in cycle and high in purity.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
L'invention concerne un procédé de préparation d'anhydride hydroxybenzoïque. L'acide benzoïque et l'anhydride acétique sont placés dans un récipient, un mélange réactionnel est lentement distillé pour obtenir un produit d'anhydride hydroxybenzoïque pur, et une liqueur mère ayant un point de fusion de 50°C est concentrée dans un bain d'eau et recristallise à nouveau, de telle sorte qu'un produit pur est obtenu. Les avantages résident dans le fait que le procédé de préparation utilisant de l'anhydride benzoïque est simple et facile à mettre en oeuvre, pratique à utiliser, les matières premières sont facilement disponibles, l'équipement est commun, le cycle est court et la pureté est élevée.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/CN2016/097106 WO2018039845A1 (fr) | 2016-08-29 | 2016-08-29 | Procédé de préparation d'anhydride hydroxybenzoïque |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/CN2016/097106 WO2018039845A1 (fr) | 2016-08-29 | 2016-08-29 | Procédé de préparation d'anhydride hydroxybenzoïque |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2018039845A1 true WO2018039845A1 (fr) | 2018-03-08 |
Family
ID=61299709
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/CN2016/097106 WO2018039845A1 (fr) | 2016-08-29 | 2016-08-29 | Procédé de préparation d'anhydride hydroxybenzoïque |
Country Status (1)
| Country | Link |
|---|---|
| WO (1) | WO2018039845A1 (fr) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1222131A (zh) * | 1996-06-20 | 1999-07-07 | 罗狄亚化学公司 | 芳族化合物的酰化方法 |
| CN1249737A (zh) * | 1997-03-12 | 2000-04-05 | 罗狄亚化学公司 | 芳族化合物的酰化或磺酰化方法 |
| CN104130121A (zh) * | 2014-07-14 | 2014-11-05 | 天津市化学试剂研究所有限公司 | 苯甲酸酐的制备方法 |
-
2016
- 2016-08-29 WO PCT/CN2016/097106 patent/WO2018039845A1/fr active Application Filing
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1222131A (zh) * | 1996-06-20 | 1999-07-07 | 罗狄亚化学公司 | 芳族化合物的酰化方法 |
| CN1249737A (zh) * | 1997-03-12 | 2000-04-05 | 罗狄亚化学公司 | 芳族化合物的酰化或磺酰化方法 |
| CN104130121A (zh) * | 2014-07-14 | 2014-11-05 | 天津市化学试剂研究所有限公司 | 苯甲酸酐的制备方法 |
Non-Patent Citations (1)
| Title |
|---|
| ZHANG GUANLI ET AL.: "The synthesis of 4-cyan-o-phthalic anhydride", NEW CHEMICAL MATERIALS, vol. 7, no. 30, 31 July 2002 (2002-07-31), pages 34 - 35 * |
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