ES2553085T3 - Procedimiento para la preparación de 2,2-difluoroetanol - Google Patents
Procedimiento para la preparación de 2,2-difluoroetanol Download PDFInfo
- Publication number
- ES2553085T3 ES2553085T3 ES12735152.6T ES12735152T ES2553085T3 ES 2553085 T3 ES2553085 T3 ES 2553085T3 ES 12735152 T ES12735152 T ES 12735152T ES 2553085 T3 ES2553085 T3 ES 2553085T3
- Authority
- ES
- Spain
- Prior art keywords
- difluoroethyl
- difluoroethanol
- preparation
- difluoroethane
- chloro
- 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.)
- Active
Links
- VOGSDFLJZPNWHY-UHFFFAOYSA-N 2,2-difluoroethanol Chemical compound OCC(F)F VOGSDFLJZPNWHY-UHFFFAOYSA-N 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 6
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 abstract 4
- PFJLHSIZFYNAHH-UHFFFAOYSA-N 2,2-difluoroethyl acetate Chemical compound CC(=O)OCC(F)F PFJLHSIZFYNAHH-UHFFFAOYSA-N 0.000 abstract 2
- VAXZXQURAFVHFF-UHFFFAOYSA-N 2,2-difluoroethyl formate Chemical compound FC(F)COC=O VAXZXQURAFVHFF-UHFFFAOYSA-N 0.000 abstract 2
- ATEBGNALLCMSGS-UHFFFAOYSA-N 2-chloro-1,1-difluoroethane Chemical compound FC(F)CCl ATEBGNALLCMSGS-UHFFFAOYSA-N 0.000 abstract 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 235000019253 formic acid Nutrition 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- -1 alkali metal salt Chemical class 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- 239000011874 heated mixture Substances 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 238000005809 transesterification reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
- C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
- C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/10—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with ester groups or with a carbon-halogen bond
- C07C67/11—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with ester groups or with a carbon-halogen bond being mineral ester groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/128—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by alcoholysis
- C07C29/1285—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by alcoholysis of esters of organic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/34—Halogenated alcohols
- C07C31/38—Halogenated alcohols containing only fluorine as halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/10—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with ester groups or with a carbon-halogen bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Procedimiento para la preparación de 2,2-difluoroetanol que comprende las siguientes etapas: etapa (i): reacción de 1-cloro-2,2-difluoroetano con una sal de metal alcalino del ácido fórmico o del ácido acético en un disolvente adecuado hasta dar el correspondiente formiato de 2,2-difluoroetilo o acetato de 2,2- difluoroetilo, caracterizado porque el 1-cloro-2,2-difluoroetano se añade lentamente a una mezcla calentada a la temperatura de reacción deseada de disolvente y sal de metal alcalino del ácido fórmico o del ácido acético; etapa (ii): transesterificación del formiato de 2,2-difluoroetilo o acetato de 2,2-difluoroetilo de la etapa (i) en presencia de un alcohol y dado el caso de una base.
Description
Claims (1)
-
imagen1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP11174510 | 2011-07-19 | ||
| EP11174510 | 2011-07-19 | ||
| US201161509800P | 2011-07-20 | 2011-07-20 | |
| US201161509800P | 2011-07-20 | ||
| PCT/EP2012/063898 WO2013010985A1 (de) | 2011-07-19 | 2012-07-16 | Verfahren zur herstellung 2,2-difluorethanol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2553085T3 true ES2553085T3 (es) | 2015-12-04 |
Family
ID=47557684
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES12735152.6T Active ES2553085T3 (es) | 2011-07-19 | 2012-07-16 | Procedimiento para la preparación de 2,2-difluoroetanol |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US8975448B2 (es) |
| EP (1) | EP2734493B1 (es) |
| JP (1) | JP2014523912A (es) |
| KR (1) | KR20140048983A (es) |
| CN (1) | CN103687831B (es) |
| DK (1) | DK2734493T3 (es) |
| ES (1) | ES2553085T3 (es) |
| IL (1) | IL230477A0 (es) |
| WO (1) | WO2013010985A1 (es) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6178316B2 (ja) | 2011-09-02 | 2017-08-09 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニーE.I.Du Pont De Nemours And Company | フッ素化電解質組成物 |
| CA2844796C (en) | 2011-09-02 | 2020-12-29 | E. I. Du Pont De Nemours And Company | Lithium ion battery with nonaqueous electrolyte comprising fluorinated acyclic carboxylic acid ester and/or fluorinated acyclic carbonate |
| US10044066B2 (en) | 2012-06-01 | 2018-08-07 | Solvary SA | Fluorinated electrolyte compositions |
| EP2855417A1 (en) * | 2012-06-01 | 2015-04-08 | E. I. Du Pont de Nemours and Company | Fluorine-containing esters and methods of preparation thereof |
| WO2013180781A1 (en) | 2012-06-01 | 2013-12-05 | E. I. Du Pont De Nemours And Company | Lithium- ion battery |
| US10916805B2 (en) | 2013-04-04 | 2021-02-09 | Solvay Sa | Nonaqueous electrolyte compositions |
| CN103709009B (zh) * | 2014-01-07 | 2015-08-05 | 江苏蓝色星球环保科技股份有限公司 | 一种氟化物的液相反应制备方法 |
| CN104030886B (zh) * | 2014-06-04 | 2016-01-13 | 湖北海之杰化工有限公司 | 以2,2-二氟-1-卤代乙烷为原料制备2,2-二氟乙醇的方法 |
| CN104098444A (zh) * | 2014-07-22 | 2014-10-15 | 南通得宝氟化学有限公司 | 2,2-二氟乙醇的制备方法 |
| CN106083528B (zh) * | 2016-06-03 | 2018-06-08 | 山东飞源新材料有限公司 | 一种2,2-二氟乙醇的制备方法 |
| JP2019532055A (ja) * | 2016-09-27 | 2019-11-07 | アルケマ フランス | 1−クロロ−2,2−ジフルオロエタンを含む組成物 |
| FR3056585B1 (fr) * | 2016-09-27 | 2020-05-08 | Arkema France | Composition comprenant du 1-chloro-2,2-difluoroethane |
| FR3056586B1 (fr) * | 2016-09-27 | 2020-05-08 | Arkema France | Composition comprenant du 1-chloro-2,2-difluoroethane |
| FR3056590B1 (fr) * | 2016-09-27 | 2020-05-08 | Arkema France | Composition comprenant du 1-chloro-2,2-difluoroethane |
| FR3056588B1 (fr) * | 2016-09-27 | 2018-10-12 | Arkema France | Composition comprenant du 1-chloro-2,2-difluoroethane |
| CN107353179A (zh) * | 2017-06-17 | 2017-11-17 | 南通宝凯化工有限公司 | 一种二氟乙醇的制备工艺 |
| CN108069822A (zh) * | 2017-12-19 | 2018-05-25 | 西安近代化学研究所 | 一种合成二氟乙醇的方法 |
| CN108069820A (zh) * | 2017-12-19 | 2018-05-25 | 西安近代化学研究所 | 一种三氟乙醇合成工艺 |
| CN107986944B (zh) * | 2017-12-19 | 2021-06-15 | 西安近代化学研究所 | 一种以2,2-二氟-1-氯乙烷为原料合成二氟乙醇的方法 |
| CN108178723A (zh) * | 2017-12-19 | 2018-06-19 | 西安近代化学研究所 | 2,2-二氟乙醇的合成方法 |
| CN111039751B (zh) * | 2019-12-23 | 2023-04-07 | 山东东岳化工有限公司 | 一种以r142为原料合成2,2-二氟乙醇的方法 |
| CN112645796B (zh) * | 2020-12-17 | 2022-11-25 | 常熟三爱富中昊化工新材料有限公司 | 一种制备2,2-二氟乙醇的方法 |
| CN112374983A (zh) * | 2020-12-30 | 2021-02-19 | 山东华安新材料有限公司 | 一种2-丙烯酸2,2-二氟乙基酯的合成方法 |
| CN116023267A (zh) * | 2022-12-14 | 2023-04-28 | 南通宝凯药业有限公司 | 一种乙酸二氟乙酯的制备工艺 |
| CN115784837B (zh) * | 2023-01-19 | 2023-04-25 | 山东潍坊润丰化工股份有限公司 | 3-氯双环[3.2.1]-3-辛烯-2-醇的制备方法 |
| CN116969837A (zh) * | 2023-06-27 | 2023-10-31 | 胜华新能源科技(东营)有限公司 | 一种电子级乙酸2,2-二氟乙酯的制备方法 |
| CN119390530B (zh) * | 2024-12-30 | 2025-05-13 | 山东东岳绿冷科技有限公司 | 硼烷参与的2,2-二氟乙醇制备反应 |
| CN120842056A (zh) * | 2025-09-22 | 2025-10-28 | 山东华安新材料有限公司 | 一种1,1-二氟乙基甲醚的制备方法 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58134043A (ja) * | 1982-02-04 | 1983-08-10 | Onoda Cement Co Ltd | 2,2,2−トリフルオロエタノ−ルの製造法 |
| JPS5913742A (ja) * | 1982-07-09 | 1984-01-24 | ハルカ−ボン・プロダクツ・コ−ポレイシヨン | トリフルオロエタノ−ルの製造方法 |
| US4590310A (en) * | 1984-08-02 | 1986-05-20 | The Boc Group, Inc. | Process for the preparation of 2,2,2-trifluoroethanol |
| JPS62273925A (ja) * | 1986-05-23 | 1987-11-28 | Asahi Chem Ind Co Ltd | 2,2−ジフルオロエタノ−ルの製造方法 |
| FR2721312B1 (fr) * | 1994-06-17 | 1996-09-06 | Atochem Elf Sa | Procédé de fabrication d'halogénoalcanols. |
| JP4507327B2 (ja) * | 1999-02-15 | 2010-07-21 | 東ソー株式会社 | 改良されたベンジルアルコールの製造方法 |
| JP4256777B2 (ja) * | 2001-09-14 | 2009-04-22 | 東ソ−・エフテック株式会社 | 2,2,2−トリフルオロエタノールの製造方法 |
| FR2894958B1 (fr) | 2005-12-19 | 2008-04-18 | Rhodia Recherches & Tech | Procede de preparation de difluoroethanol |
| EP1820789A1 (en) | 2006-02-13 | 2007-08-22 | SOLVAY (Société Anonyme) | Process for the manufacture of fluorinated alcohols |
| WO2009040367A1 (en) | 2007-09-28 | 2009-04-02 | Solvay (Société Anonyme) | Process for the preparation of fluorine containing organic compound |
-
2012
- 2012-07-16 EP EP12735152.6A patent/EP2734493B1/de not_active Not-in-force
- 2012-07-16 WO PCT/EP2012/063898 patent/WO2013010985A1/de not_active Ceased
- 2012-07-16 US US14/232,170 patent/US8975448B2/en not_active Expired - Fee Related
- 2012-07-16 JP JP2014520627A patent/JP2014523912A/ja active Pending
- 2012-07-16 CN CN201280035610.4A patent/CN103687831B/zh not_active Expired - Fee Related
- 2012-07-16 DK DK12735152.6T patent/DK2734493T3/en active
- 2012-07-16 KR KR1020147003953A patent/KR20140048983A/ko not_active Withdrawn
- 2012-07-16 ES ES12735152.6T patent/ES2553085T3/es active Active
-
2014
- 2014-01-16 IL IL230477A patent/IL230477A0/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| CN103687831A (zh) | 2014-03-26 |
| EP2734493B1 (de) | 2015-08-19 |
| WO2013010985A1 (de) | 2013-01-24 |
| CN103687831B (zh) | 2015-11-25 |
| IL230477A0 (en) | 2014-03-31 |
| DK2734493T3 (en) | 2015-11-30 |
| KR20140048983A (ko) | 2014-04-24 |
| US8975448B2 (en) | 2015-03-10 |
| EP2734493A1 (de) | 2014-05-28 |
| US20140243561A1 (en) | 2014-08-28 |
| JP2014523912A (ja) | 2014-09-18 |
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