GB2429455B - A method for the synthesis of 5-alkylresorcinols, (3,5-dihydroxy-n-alkylbenzenes) and 5-alk(en)ylresorcinols, from cardol via ozonolysis and chain extension - Google Patents

A method for the synthesis of 5-alkylresorcinols, (3,5-dihydroxy-n-alkylbenzenes) and 5-alk(en)ylresorcinols, from cardol via ozonolysis and chain extension

Info

Publication number
GB2429455B
GB2429455B GB0517572A GB0517572A GB2429455B GB 2429455 B GB2429455 B GB 2429455B GB 0517572 A GB0517572 A GB 0517572A GB 0517572 A GB0517572 A GB 0517572A GB 2429455 B GB2429455 B GB 2429455B
Authority
GB
United Kingdom
Prior art keywords
ylresorcinols
alkylresorcinols
cardol
alkylbenzenes
alk
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 - Fee Related
Application number
GB0517572A
Other versions
GB2429455A (en
GB0517572D0 (en
Inventor
John Henry Paul Tyman
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Priority to GB0517572A priority Critical patent/GB2429455B/en
Publication of GB0517572D0 publication Critical patent/GB0517572D0/en
Publication of GB2429455A publication Critical patent/GB2429455A/en
Application granted granted Critical
Publication of GB2429455B publication Critical patent/GB2429455B/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/29—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
    • C07C45/292—Preparation 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
    • 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
    • C07C37/001—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by modification in a side chain
    • C07C37/003—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by modification in a side chain by hydrogenation of an unsaturated part
    • 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
    • C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
    • C07C37/20—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms using aldehydes or ketones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/02—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring monocyclic with no unsaturation outside the aromatic ring
    • C07C39/08—Dihydroxy benzenes; Alkylated derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/18—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring monocyclic with unsaturation outside the aromatic ring
    • C07C39/19—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring monocyclic with unsaturation outside the aromatic ring containing carbon-to-carbon double bonds but no carbon-to-carbon triple bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/40—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with ozone; by ozonolysis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
    • C07C47/56—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing hydroxy groups
    • C07C47/565—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing hydroxy groups all hydroxy groups bound to the ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/08—Preparation of carboxylic acids or their salts, halides or anhydrides from nitriles
    • Y—GENERAL 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
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
GB0517572A 2005-08-27 2005-08-27 A method for the synthesis of 5-alkylresorcinols, (3,5-dihydroxy-n-alkylbenzenes) and 5-alk(en)ylresorcinols, from cardol via ozonolysis and chain extension Expired - Fee Related GB2429455B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB0517572A GB2429455B (en) 2005-08-27 2005-08-27 A method for the synthesis of 5-alkylresorcinols, (3,5-dihydroxy-n-alkylbenzenes) and 5-alk(en)ylresorcinols, from cardol via ozonolysis and chain extension

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB0517572A GB2429455B (en) 2005-08-27 2005-08-27 A method for the synthesis of 5-alkylresorcinols, (3,5-dihydroxy-n-alkylbenzenes) and 5-alk(en)ylresorcinols, from cardol via ozonolysis and chain extension

Publications (3)

Publication Number Publication Date
GB0517572D0 GB0517572D0 (en) 2005-10-05
GB2429455A GB2429455A (en) 2007-02-28
GB2429455B true GB2429455B (en) 2009-04-15

Family

ID=35198535

Family Applications (1)

Application Number Title Priority Date Filing Date
GB0517572A Expired - Fee Related GB2429455B (en) 2005-08-27 2005-08-27 A method for the synthesis of 5-alkylresorcinols, (3,5-dihydroxy-n-alkylbenzenes) and 5-alk(en)ylresorcinols, from cardol via ozonolysis and chain extension

Country Status (1)

Country Link
GB (1) GB2429455B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2450682B (en) * 2007-06-26 2012-01-25 John Henry Paul Tyman Syntheses of 5-n-alkylresorcinols (5-n-alkyl-1,3-dihydroxybenzenes) from 8-(3,5-dibenzyloxyphenyl)octanal, obtained by ozonolysis from dibenzylcardol
CN106562939B (en) * 2015-10-08 2019-01-15 中国科学院微生物研究所 Application of the compound AJ-4 in the drug that preparation treats or prevents influenza virus
CN114903879B (en) * 2022-06-23 2023-10-31 东北大学 Use of 3-hydrocarbylphenol derivatives for the preparation of products for the prevention or treatment of hyperlipidaemia and related metabolic disorders

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2001261693A (en) * 2000-03-14 2001-09-26 Natl Inst Of Advanced Industrial Science & Technology Meti New o-glycoside type glycolipid and method for producing the same

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2001261693A (en) * 2000-03-14 2001-09-26 Natl Inst Of Advanced Industrial Science & Technology Meti New o-glycoside type glycolipid and method for producing the same

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Chemical & Pharmaceutical Bulletin, 1968, Vol. 16(11), pages 2282-2286 & Chemical Abstracts, abstr no 71:12716. *
Journal of the American Oil Chemists' Society, 2002, Vol. 79(7), pages 725-732 & Chemical Abstracts, abstr no 137:296531. *

Also Published As

Publication number Publication date
GB2429455A (en) 2007-02-28
GB0517572D0 (en) 2005-10-05

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Legal Events

Date Code Title Description
PCNP Patent ceased through non-payment of renewal fee

Effective date: 20130827