GB401562A - Method of making monoalkyl ethers of protocatechuic aldehyde - Google Patents

Method of making monoalkyl ethers of protocatechuic aldehyde

Info

Publication number
GB401562A
GB401562A GB7237/33A GB723733A GB401562A GB 401562 A GB401562 A GB 401562A GB 7237/33 A GB7237/33 A GB 7237/33A GB 723733 A GB723733 A GB 723733A GB 401562 A GB401562 A GB 401562A
Authority
GB
United Kingdom
Prior art keywords
monoalkyl ethers
caustic soda
solution
protocatechuic aldehyde
making
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.)
Expired
Application number
GB7237/33A
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.)
Honeywell Riedel de Haen AG
Original Assignee
JD Riedel E de Haen AG
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 JD Riedel E de Haen AG filed Critical JD Riedel E de Haen AG
Publication of GB401562A publication Critical patent/GB401562A/en
Expired 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Monoalkyl ethers of protocatechuic aldehyde are prepared by treating pyrocatechol monoalkyl ethers with salts of glyoxylic acid in a basic medium and subjecting the product, preferably without isolating it, to mild oxidation, e.g. with a reducible heavy metal compound or an aromatic nitro compound. According to the example, a solution of glyoxylic acid, obtained by the electrolytic reduction of oxalic acid, is neutralized with caustic soda and allowed to stand for some days with a solution of guaiacol in the equivalent amount of caustic soda; after removal of excess guaiacol by steam distillation, copper sulphate and more caustic soda are added and the mixture heated together; by extraction of the filtered solution with benzene, vanillin is obtained.
GB7237/33A 1932-03-21 1933-03-09 Method of making monoalkyl ethers of protocatechuic aldehyde Expired GB401562A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE401562X 1932-03-21

Publications (1)

Publication Number Publication Date
GB401562A true GB401562A (en) 1933-11-16

Family

ID=6406475

Family Applications (1)

Application Number Title Priority Date Filing Date
GB7237/33A Expired GB401562A (en) 1932-03-21 1933-03-09 Method of making monoalkyl ethers of protocatechuic aldehyde

Country Status (1)

Country Link
GB (1) GB401562A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010007161A1 (en) * 2008-07-18 2010-01-21 Rhodia Operations Method for separating aromatic aldehyde

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010007161A1 (en) * 2008-07-18 2010-01-21 Rhodia Operations Method for separating aromatic aldehyde
FR2933974A1 (en) * 2008-07-18 2010-01-22 Rhodia Operations PROCESS FOR SEPARATING AROMATIC ALDEHYDE
CN102099321A (en) * 2008-07-18 2011-06-15 罗地亚管理公司 Method for separating aromatic aldehyde
US9018421B2 (en) 2008-07-18 2015-04-28 Rhodia Operations Separation of aromatic aldehydes

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