FR2379501A1 - Procede de preparation de l'aldehyde protocatechique et ses derives - Google Patents

Procede de preparation de l'aldehyde protocatechique et ses derives

Info

Publication number
FR2379501A1
FR2379501A1 FR7803085A FR7803085A FR2379501A1 FR 2379501 A1 FR2379501 A1 FR 2379501A1 FR 7803085 A FR7803085 A FR 7803085A FR 7803085 A FR7803085 A FR 7803085A FR 2379501 A1 FR2379501 A1 FR 2379501A1
Authority
FR
France
Prior art keywords
preparation
alkoxyphenol
derivatives
pyrocatechol
oxide
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.)
Granted
Application number
FR7803085A
Other languages
English (en)
Other versions
FR2379501B1 (fr
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.)
Ube Corp
Original Assignee
Ube Industries Ltd
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
Priority claimed from JP1073377A external-priority patent/JPS5398934A/ja
Priority claimed from JP5259077A external-priority patent/JPS53137923A/ja
Application filed by Ube Industries Ltd filed Critical Ube Industries Ltd
Publication of FR2379501A1 publication Critical patent/FR2379501A1/fr
Application granted granted Critical
Publication of FR2379501B1 publication Critical patent/FR2379501B1/fr
Granted legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/29Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
    • C07C45/292Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups with chromium derivatives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/29Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
    • C07C45/298Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups with manganese derivatives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/31Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with compounds containing mercury atoms, which may be regenerated in situ, e.g. by oxygen
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/32Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
    • C07C45/37Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of >C—O—functional groups to >C=O groups
    • C07C45/39Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of >C—O—functional groups to >C=O groups being a secondary hydroxyl group
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/367Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of functional groups containing oxygen only in singly bound form
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/582Recycling of unreacted starting or intermediate materials

Abstract

L'invention se rapporte à un procédé de préparation de l'aldéhyde protocatéchique ou d'un 3-alcoxy-4-hydroxybenzal-déhyde. Selon l'invention, on fait réagir le pyrocatéchol ou un 2-alcoxyphénol avec l'acide glyoxylique milieu basique aqueux, en présence d'un catalyseur renfermant un ou plusieurs composés choisis parmi l'oxyde d'aluminium, la silice et l'oxyde d'aluminium hydraté, en une quantité qui n'est pas inférieure à 0,01 g pour 1 g du pyrocatechol ou du 2-alcoxyphénol de départ, à une température de 0 à 50 degrés C, puis on oxyde le mélange réactionnel ainsi obtenu, dans un milieu basique aqueux. Applications : fabrication de produits intermédiaires dans l'industrie pharmaceutique ou en parfumerie.
FR7803085A 1977-02-04 1978-02-03 Procede de preparation de l'aldehyde protocatechique et ses derives Granted FR2379501A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP1073377A JPS5398934A (en) 1977-02-04 1977-02-04 Preparation of 3-alkoxy-4-hydroxybenzaldehyde
JP5259077A JPS53137923A (en) 1977-05-10 1977-05-10 Preparation of protocatechuic aldehyde

Publications (2)

Publication Number Publication Date
FR2379501A1 true FR2379501A1 (fr) 1978-09-01
FR2379501B1 FR2379501B1 (fr) 1981-03-06

Family

ID=26346048

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7803085A Granted FR2379501A1 (fr) 1977-02-04 1978-02-03 Procede de preparation de l'aldehyde protocatechique et ses derives

Country Status (4)

Country Link
US (1) US4165341A (fr)
DE (1) DE2804063C3 (fr)
FR (1) FR2379501A1 (fr)
IT (1) IT1092403B (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0023459A1 (fr) * 1979-07-25 1981-02-04 SOCIETE FRANCAISE HOECHST Société anonyme dite: Procédé de préparation d'acides hydroxyarylglycoliques racémiques
FR2461693A1 (fr) * 1979-07-24 1981-02-06 Brichima Spa Procede pour la preparation d'hydroxy- et d'alcoxy-aldehydes aromatiques
FR2925047A1 (fr) * 2007-12-18 2009-06-19 Rhodia Operations Sas Procede de preparation de composes p-hydroxymandeliques eventuellement substitues et derives.
WO2014016146A1 (fr) 2012-07-26 2014-01-30 Rhodia Operations Procede de preparation d'alkoxyphenol et d'alkoxyhydroxybenzaldehyde
WO2014016145A1 (fr) 2012-07-26 2014-01-30 Rhodia Operations Procédé de préparation d'alkoxyhydroxybenzaldéhyde sensiblement exempte d'alkyl-alkoxyhydroxybenzaldéhyde
EP2796441A2 (fr) 2014-05-26 2014-10-29 Rhodia Opérations Procédé de préparation de composés p-hydroxymandéliques en réacteurs agités
US9650322B2 (en) 2012-07-26 2017-05-16 Rhodia Operations Method for producing alkoxyhydroxybenzaldehyde

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2427322A1 (fr) * 1979-06-15 1979-12-28 Hoechst France Parahydroxymandelate de sodium racemique cristallise, son procede de preparation et son application a la preparation du paraformylphenolate de sodium cristallise
JPH0363224A (ja) * 1989-08-02 1991-03-19 Kureha Chem Ind Co Ltd プロトカテキュアルデヒド類の糖誘導体
FR2779718B1 (fr) * 1998-06-16 2000-12-29 Rhodia Chimie Sa Procede de preparation de composes p-hydroxymandeliques eventuellement substitues et derives
CN101676253B (zh) * 2008-09-18 2012-07-18 中国石油天然气股份有限公司 空气催化氧化合成3,4-二羟基苯甲醛的方法
CN102190567B (zh) * 2010-03-12 2015-06-17 重庆欣欣向荣精细化工有限公司 乙基香兰素生产工艺中脱羧萃取乳化层的处理方法
CN103012091A (zh) * 2011-09-22 2013-04-03 中国石油天然气股份有限公司 氧化铜晶格氧氧化制备3,4-二羟基苯甲醛的方法
CN108947780A (zh) * 2018-07-23 2018-12-07 重庆欣欣向荣精细化工有限公司 一种处理乙基香兰素制备中精馏高沸物的方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2062205A (en) * 1932-03-21 1936-11-24 Boedecker Friedrich Process of producing the m-alkylethers of protocatechuic aldehyde
JPS5239642A (en) * 1975-09-26 1977-03-28 Ube Ind Ltd A process for preparing protocatechualdehyde

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2199748A (en) * 1935-03-04 1940-05-07 Monsanto Chemicals Production of alkoxy-hydroxy-benzaldehydes
NL7313864A (nl) * 1973-10-09 1975-04-11 Sba Chimie Closetpot uit kunststof.

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2062205A (en) * 1932-03-21 1936-11-24 Boedecker Friedrich Process of producing the m-alkylethers of protocatechuic aldehyde
JPS5239642A (en) * 1975-09-26 1977-03-28 Ube Ind Ltd A process for preparing protocatechualdehyde

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2461693A1 (fr) * 1979-07-24 1981-02-06 Brichima Spa Procede pour la preparation d'hydroxy- et d'alcoxy-aldehydes aromatiques
EP0023459A1 (fr) * 1979-07-25 1981-02-04 SOCIETE FRANCAISE HOECHST Société anonyme dite: Procédé de préparation d'acides hydroxyarylglycoliques racémiques
WO1981000254A1 (fr) * 1979-07-25 1981-02-05 Hoechst France Procede de preparation d'acides hydroxyarylglycoliques racemiques et produits nouveaux en resultant
US4339602A (en) * 1979-07-25 1982-07-13 Societe Francaise Hoechst Process of preparation of racemic hydroxyarylglycolic acids and novel products resulting therefrom
FR2925047A1 (fr) * 2007-12-18 2009-06-19 Rhodia Operations Sas Procede de preparation de composes p-hydroxymandeliques eventuellement substitues et derives.
WO2009077383A1 (fr) * 2007-12-18 2009-06-25 Rhodia Operations Procede de preparation de composes p-hydroxymandeliques eventuellement substitues et derives
WO2014016146A1 (fr) 2012-07-26 2014-01-30 Rhodia Operations Procede de preparation d'alkoxyphenol et d'alkoxyhydroxybenzaldehyde
WO2014016145A1 (fr) 2012-07-26 2014-01-30 Rhodia Operations Procédé de préparation d'alkoxyhydroxybenzaldéhyde sensiblement exempte d'alkyl-alkoxyhydroxybenzaldéhyde
EP2799421A1 (fr) 2012-07-26 2014-11-05 Rhodia Operations Procede de preparation d'alkoxyphenol et d'alkoxyhydroxybenzaldehyde
US9284247B2 (en) 2012-07-26 2016-03-15 Rhodia Operations Method for producing alkoxy-hydroxybenzaldehyde that is substantially free of alkyl-alkoxy-hydroxybenzaldehyde
US9334216B2 (en) 2012-07-26 2016-05-10 Rhodia Operations Method for producing alkoxyphenol and alkoxy-hydroxybenzaldehyde
US9650322B2 (en) 2012-07-26 2017-05-16 Rhodia Operations Method for producing alkoxyhydroxybenzaldehyde
EP2796441A2 (fr) 2014-05-26 2014-10-29 Rhodia Opérations Procédé de préparation de composés p-hydroxymandéliques en réacteurs agités
WO2015181023A1 (fr) 2014-05-26 2015-12-03 Rhodia Operations Procede de preparation de composes p-hydroxymandeliques en reacteurs agites

Also Published As

Publication number Publication date
IT1092403B (it) 1985-07-12
DE2804063A1 (de) 1978-08-10
DE2804063B2 (de) 1980-07-24
US4165341A (en) 1979-08-21
DE2804063C3 (de) 1981-03-19
FR2379501B1 (fr) 1981-03-06
IT7819930A0 (it) 1978-02-02

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Legal Events

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