EP1001952A2 - Procede de preparation d'acide l-ascorbique - Google Patents

Procede de preparation d'acide l-ascorbique

Info

Publication number
EP1001952A2
EP1001952A2 EP98943779A EP98943779A EP1001952A2 EP 1001952 A2 EP1001952 A2 EP 1001952A2 EP 98943779 A EP98943779 A EP 98943779A EP 98943779 A EP98943779 A EP 98943779A EP 1001952 A2 EP1001952 A2 EP 1001952A2
Authority
EP
European Patent Office
Prior art keywords
acid
keto
gulonic
ascorbic acid
reaction
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.)
Withdrawn
Application number
EP98943779A
Other languages
German (de)
English (en)
Inventor
Ulrich Fechtel
Klaus Beschmann
Wolfgang Heinz
Walter Kuhn
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Merck Patent GmbH
Original Assignee
Merck Patent GmbH
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Merck Patent GmbH filed Critical Merck Patent GmbH
Publication of EP1001952A2 publication Critical patent/EP1001952A2/fr
Withdrawn legal-status Critical Current

Links

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
    • C07D307/34—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
    • C07D307/62—Three oxygen atoms, e.g. ascorbic acid

Definitions

  • the invention relates to a process for the preparation of L-ascorbic acid by reacting 2-keto-L-gulonic acid with concentrated mineral acid at temperatures between 40 and 80 ° C.
  • the invention relates in particular to a process for the preparation of L-ascorbic acid, characterized in that the reaction is carried out at temperatures between 50 and 70 ° C.
  • the novel process according to the invention makes it possible to obtain L-ascorbic acid in high yields by lactonizing 2-keto-L-gulonic acid with concentrated mineral acid.
  • Another advantage is the associated lower energy consumption and thus a lower environmental impact.
  • the process according to the invention proves to be advantageous if the 2-keto-L-gulonic acid and the hydrochloric acid are used in a ratio of 1: 3.
  • the invention thus also relates to a process in which the 2-keto-L-gulonic acid and the mineral acid are used in a ratio of 1: 3.
  • concentration can be varied over a wide range. Both a more concentrated and a more dilute driving style can be carried out.
  • the weight ratio of 2-keto-L-gulonic acid / concentrated mineral acid can be, for example, between 10: 1 and 1:10.
  • the loading is particularly preferred. rich between 1: 2 and 1: 4, a ratio of 1: 3 is particularly advantageous.
  • Mineral acid means e.g. Hydrochloric acid, phosphoric acid or sulfuric acid.
  • the concentrated mineral acids are preferably used.
  • the invention also relates to a process as described, characterized in that concentrated hydrochloric acid is used as the mineral acid.
  • the invention also relates to a process as described, characterized in that a mixture consisting of 2-keto-L-gulonic acid and concentrated mineral acid is heated to the desired reaction temperature.
  • the reaction time is usually between 1 and 5 hours, in particular between 2 and 4 hours, a reaction time of approximately 3 hours is particularly preferred.
  • the processing takes place according to known methods, e.g. through activated carbon treatment, filtration, removal of the solvent and crystallization.
  • the yields of L-ascorbic acid are generally over 90%, so that complex cleaning steps can be dispensed with. All temperatures above and below are given in ° C. example 1

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Furan Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

L'invention concerne un procédé de préparation d'acide L-ascorbique par réaction d'acide 2-cétone-L-gulonique avec de l'acide minéral concentré à des températures comprises entre 40 et 80 DEG C.
EP98943779A 1997-08-07 1998-07-24 Procede de preparation d'acide l-ascorbique Withdrawn EP1001952A2 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19734086A DE19734086C1 (de) 1997-08-07 1997-08-07 Verfahren zur Herstellung von L-Ascorbinsäure
DE19734086 1997-08-07
PCT/EP1998/004649 WO1999007691A2 (fr) 1997-08-07 1998-07-24 Procede de preparation d'acide l-ascorbique

Publications (1)

Publication Number Publication Date
EP1001952A2 true EP1001952A2 (fr) 2000-05-24

Family

ID=7838185

Family Applications (1)

Application Number Title Priority Date Filing Date
EP98943779A Withdrawn EP1001952A2 (fr) 1997-08-07 1998-07-24 Procede de preparation d'acide l-ascorbique

Country Status (12)

Country Link
EP (1) EP1001952A2 (fr)
JP (1) JP2001512722A (fr)
KR (1) KR20010022595A (fr)
CN (1) CN1265655A (fr)
AR (1) AR010938A1 (fr)
AU (1) AU9156298A (fr)
BR (1) BR9811855A (fr)
CA (1) CA2299364A1 (fr)
CO (1) CO4770883A1 (fr)
DE (1) DE19734086C1 (fr)
ID (1) ID25547A (fr)
WO (1) WO1999007691A2 (fr)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19904821C1 (de) * 1999-02-05 2000-07-06 Merck Patent Gmbh Verfahren zur Herstellung von L-Ascobinsäure
DE19919203A1 (de) 1999-04-28 2000-11-02 Basf Ag Verfahren zur Herstellung von L-Ascorbinsäure
DE19954511A1 (de) 1999-11-12 2001-05-17 Basf Ag Verfahren zur Herstellung von Alkalisalzen der L-Ascorbinsäure
DE10022518A1 (de) * 2000-05-10 2001-11-15 Basf Ag Verfahren zur Herstellung von L-Ascorbinsäure durch Lactonisierung von 2-Keto-L-gulonsäure oder 2-Keto-L-gulonsäureestern
WO2002051826A1 (fr) 2000-12-22 2002-07-04 Eastman Chemical Company Procede en continu de production d'acide l-ascorbique
DE60113158T2 (de) 2000-12-22 2006-06-08 Eastman Chemical Co., Kingsport Verfahren zur herstellung von ascorbinsäure in gegenwart eines sulfits
KR20040026136A (ko) * 2001-04-10 2004-03-27 다니스코 유에스에이 인코포레이티드 단당류 및 이당류를 모노카르복실산 및 락톤과 중합시키는방법
US6740762B2 (en) 2001-08-24 2004-05-25 Eastman Chemical Company Process for ascorbic acids using alkaline earth silicate catalysts
US6716997B1 (en) 2001-10-09 2004-04-06 Eastman Chemical Company Systems and methods for generation of ascorbic acid with reduced color
CN111087373A (zh) * 2019-12-29 2020-05-01 安徽丰原发酵技术工程研究有限公司 一种酸法制备维生素c的方法
CN111018815A (zh) * 2019-12-29 2020-04-17 安徽丰原发酵技术工程研究有限公司 一种通过溶剂萃取提高盐酸浓度制备维生素c的方法
CN114369075B (zh) * 2022-02-14 2023-09-29 河北乐开节能科技股份有限公司 利用2-酮基-l-古龙酸的水溶液一步制备vc结晶的方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2462251A (en) * 1945-05-16 1949-02-22 Merck & Co Inc Process for preparing ascorbic acids
DD141832A1 (de) * 1978-10-31 1980-05-21 Joachim Schmidt Verfahren und vorrichtung zur herstellung von l-ascorbinsaeure
CN86105960A (zh) * 1985-08-09 1987-05-13 鲁布里佐尔公司 在基本无水条件下从2-酮-l-古洛糖酸制备l-抗坏血酸
DE3819045C2 (de) * 1987-06-08 1997-06-19 Takeda Chemical Industries Ltd Herstellung von L-Ascorbinsäure

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9907691A2 *

Also Published As

Publication number Publication date
CA2299364A1 (fr) 1999-02-18
CO4770883A1 (es) 1999-04-30
KR20010022595A (ko) 2001-03-26
WO1999007691A3 (fr) 1999-04-08
JP2001512722A (ja) 2001-08-28
AU9156298A (en) 1999-03-01
WO1999007691A2 (fr) 1999-02-18
CN1265655A (zh) 2000-09-06
AR010938A1 (es) 2000-07-12
ID25547A (id) 2000-10-12
BR9811855A (pt) 2000-08-15
DE19734086C1 (de) 1998-08-13

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