GB928161A - Substituted benzoquinones and hydroquinones and their preparation - Google Patents

Substituted benzoquinones and hydroquinones and their preparation

Info

Publication number
GB928161A
GB928161A GB2819659A GB2819659A GB928161A GB 928161 A GB928161 A GB 928161A GB 2819659 A GB2819659 A GB 2819659A GB 2819659 A GB2819659 A GB 2819659A GB 928161 A GB928161 A GB 928161A
Authority
GB
United Kingdom
Prior art keywords
general formula
hydroquinones
benzoquinones
preparation
dimethoxy
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
GB2819659A
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 and Co Inc
Original Assignee
Merck and Co Inc
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 and Co Inc filed Critical Merck and Co Inc
Publication of GB928161A publication Critical patent/GB928161A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C50/00—Quinones
    • C07C50/26—Quinones containing groups having oxygen atoms singly bound to carbon atoms
    • C07C50/28—Quinones containing groups having oxygen atoms singly bound to carbon atoms with monocyclic quinoid structure
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C46/00—Preparation of quinones
    • C07C46/02—Preparation of quinones by oxidation giving rise to quinoid structures
    • C07C46/06—Preparation of quinones by oxidation giving rise to quinoid structures of at least one hydroxy group on a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C46/00—Preparation of quinones
    • C07C46/02—Preparation of quinones by oxidation giving rise to quinoid structures
    • C07C46/06—Preparation of quinones by oxidation giving rise to quinoid structures of at least one hydroxy group on a six-membered aromatic ring
    • C07C46/08—Preparation of quinones by oxidation giving rise to quinoid structures of at least one hydroxy group on a six-membered aromatic ring with molecular oxygen

Landscapes

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

Abstract

The invention comprises: (a) hydroquinones of the general formula <FORM:0928161/IV(a)/1> (b) benzoquinones of the general formula <FORM:0928161/IV(a)/2> (n representing an integer from 1 to 5 in both formulae); (c) the preparation of hydroquinones of the general formula given in (a), but in which n represents an integer from 1 to 10, by condensing 2,3-dimethoxy-5-methylhydroquinone with an alcohol of the general formula <FORM:0928161/IV(a)/3> or <FORM:0928161/IV(a)/4> in the presence of an acidic condensing agent; (d) the preparation of benzoquinones of the general formula given in (b), but in which p n represents an integer from 1 to 10, by treating the corresponding hydroquinones with a mild oxidizing agent; and (e) the combination of processes (c) and (d). The benzoquinones possess Coenzyme Q activity. 2,3-Dimethoxy-5-methylhydroquinone is prepared by reducing 2,3-dimethoxy-5-methyl-benzoquinone, e.g. with hydrogen in the presence of a palladium, platinum or Raney nickel catalyst, sulphur dioxide, sodium hydrosulphite, zinc and acetic acid, or sodium borohydride. Specification 925,581 is referred to.
GB2819659A 1958-08-25 1959-08-18 Substituted benzoquinones and hydroquinones and their preparation Expired GB928161A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US75864858A 1958-08-25 1958-08-25

Publications (1)

Publication Number Publication Date
GB928161A true GB928161A (en) 1963-06-06

Family

ID=25052537

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2819659A Expired GB928161A (en) 1958-08-25 1959-08-18 Substituted benzoquinones and hydroquinones and their preparation

Country Status (4)

Country Link
BE (1) BE581562A (en)
CH (1) CH381218A (en)
ES (1) ES251858A1 (en)
GB (1) GB928161A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2545511A1 (en) * 1974-10-11 1976-04-22 Eisai Co Ltd PROCESS FOR THE PREPARATION OF 1,4-BENZOHYDROCHINONE DERIVATIVES

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2545511A1 (en) * 1974-10-11 1976-04-22 Eisai Co Ltd PROCESS FOR THE PREPARATION OF 1,4-BENZOHYDROCHINONE DERIVATIVES

Also Published As

Publication number Publication date
CH381218A (en) 1964-08-31
ES251858A1 (en) 1960-01-01
BE581562A (en) 1960-02-11

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