GB1344602A - Process for preparing hydroquinone method ofr - Google Patents

Process for preparing hydroquinone method ofr

Info

Publication number
GB1344602A
GB1344602A GB1643172A GB1643172A GB1344602A GB 1344602 A GB1344602 A GB 1344602A GB 1643172 A GB1643172 A GB 1643172A GB 1643172 A GB1643172 A GB 1643172A GB 1344602 A GB1344602 A GB 1344602A
Authority
GB
United Kingdom
Prior art keywords
phenol
hydroquinone
formula
ketone
peroxide
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
GB1643172A
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.)
Pharmacia and Upjohn Co
Original Assignee
Upjohn Co
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 Upjohn Co filed Critical Upjohn Co
Publication of GB1344602A publication Critical patent/GB1344602A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions decreasing the number of carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions decreasing the number of carbon atoms
    • C07C37/52—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions decreasing the number of carbon atoms by splitting polyaromatic compounds, e.g. polyphenolalkanes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

Landscapes

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

Abstract

1344602 Hydroquinone UPJOHN CO 10 April 1972 [16 April 1971] 16431/72 Heading C2C A process for producing hydroquinone comprises reacting (i) a phenol of the formula where R taken alone is hydrogen, C 1-8 alkyl or aryl, R<SP>1</SP> taken alone represents hydrogen and R and R<SP>1</SP> taken together with the carbon atoms to which they are attached represent 1-cycloalkenyl from 5-7 carbon atoms inclusive with (ii) a peroxide selected from the group consisting of hydrogen peroxide and a hydrocarbyl hydroperoxide in the presence of an inert solvent and a catalytic amount of a strong acid having a pK less than about 1À0 which is not oxidized by said peroxide and isolating hydroquinone from the resulting mixture comprising hydroquinone and the corresponding ketone of the formula R-CO-CH 2 -R<SP>1</SP>. The phenol starting material may be obtained by condensing phenol and a ketone of the formula R-CO-CH 2 -R<SP>1</SP> in the presence of acid to obtain the corresponding bisphenol and distilling said bisphenol in the presence of alkali metal hydroxide to yield a mixture of phenol and the desired starting material. The phenol and ketone R-COCH 2 -R<SP>1</SP> generated as by-products may be reused in a subsequent cycle. Examples are furnished.
GB1643172A 1971-04-16 1972-04-10 Process for preparing hydroquinone method ofr Expired GB1344602A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US13487171A 1971-04-16 1971-04-16

Publications (1)

Publication Number Publication Date
GB1344602A true GB1344602A (en) 1974-01-23

Family

ID=22465392

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1643172A Expired GB1344602A (en) 1971-04-16 1972-04-10 Process for preparing hydroquinone method ofr

Country Status (6)

Country Link
JP (1) JPS5136739B1 (en)
CH (1) CH566947A5 (en)
DE (1) DE2214971C3 (en)
FR (1) FR2133720B1 (en)
GB (1) GB1344602A (en)
NL (1) NL154718B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4258219A (en) * 1978-10-27 1981-03-24 Mitsui Toatsu Chemicals, Inc. Process for producing hydroquinone
WO2006038893A1 (en) * 2004-10-06 2006-04-13 Agency For Science, Technology And Research Oxidation of phenolic compound with hydrogen peroxide generated in the presence of the phenolic compound

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN117843456A (en) * 2023-12-14 2024-04-09 内蒙古源宏精细化工有限公司 Synthesis method of hydroquinone

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1079464A (en) * 1952-06-19 1954-11-30 Rhone Poulenc Sa New process for the preparation of hydroquinone
GB905594A (en) * 1960-03-14 1962-09-12 Precise Plastics Tottenham Ltd Improvements relating to swimming jackets

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4258219A (en) * 1978-10-27 1981-03-24 Mitsui Toatsu Chemicals, Inc. Process for producing hydroquinone
WO2006038893A1 (en) * 2004-10-06 2006-04-13 Agency For Science, Technology And Research Oxidation of phenolic compound with hydrogen peroxide generated in the presence of the phenolic compound

Also Published As

Publication number Publication date
DE2214971A1 (en) 1972-11-16
NL7204953A (en) 1972-10-18
NL154718B (en) 1977-10-17
FR2133720A1 (en) 1972-12-01
CH566947A5 (en) 1975-09-30
JPS5136739B1 (en) 1976-10-12
DE2214971C3 (en) 1975-09-04
FR2133720B1 (en) 1977-07-22
DE2214971B2 (en) 1975-01-16

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Legal Events

Date Code Title Description
PS Patent sealed
732 Registration of transactions, instruments or events in the register (sect. 32/1977)
PE20 Patent expired after termination of 20 years