GB948796A - Process for the production of optically active or racemic ª -citronellol - Google Patents

Process for the production of optically active or racemic ª -citronellol

Info

Publication number
GB948796A
GB948796A GB2044861A GB2044861A GB948796A GB 948796 A GB948796 A GB 948796A GB 2044861 A GB2044861 A GB 2044861A GB 2044861 A GB2044861 A GB 2044861A GB 948796 A GB948796 A GB 948796A
Authority
GB
United Kingdom
Prior art keywords
aluminium
dimethyloctadi
ene
citronellol
optically active
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
GB2044861A
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
Publication of GB948796A publication Critical patent/GB948796A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/48—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups
    • C07C29/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only
    • C07C29/54—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only starting from compounds containing carbon-to-metal bonds and followed by conversion of the -O- metal to -OH groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers

Landscapes

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

Abstract

Optically active or racemic b -citronellol is prepared by reacting a hydrocarbon mixture formed by the thermal rearrangement of optically active or racemic cis-pinone or trans-pinane, which mixture consists essentially of (-)-3 7-dimethyloctadi-1, 6-ene and/or (+)-3 7-dimethyloctadi-1, 6-ene, with an aluminium hydrocarbon, oxidising the resulting tricitronellyl aluminium to tricitronellyl aluminate and hydrolysing this compound to give the b -citronellol. The aluminium hydro carbon is preferably diisobutyl aluminium hydride. The hydrocarbon mixture is preferably distilled prior to reaction with the aluminium hydrocarbon wholly or partially to separate unreacted pinane and other hydrocarbons from the (-)-3, 7-dimethyloctadi-1, 6-ene and/or (+)-3, -7-dimethyloctadi-1, 6-ene. Examples are given. Specifications 804,335, 876,164, and 910,879 are referred to.
GB2044861A 1960-06-07 1961-06-06 Process for the production of optically active or racemic ª -citronellol Expired GB948796A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEZ8054A DE1118775B (en) 1960-06-07 1960-06-07 Process for the preparation of optically active or racemic ª ‰ -citronellol

Publications (1)

Publication Number Publication Date
GB948796A true GB948796A (en) 1964-02-05

Family

ID=7620354

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2044861A Expired GB948796A (en) 1960-06-07 1961-06-06 Process for the production of optically active or racemic ª -citronellol

Country Status (3)

Country Link
CH (1) CH411840A (en)
DE (1) DE1118775B (en)
GB (1) GB948796A (en)

Also Published As

Publication number Publication date
CH411840A (en) 1966-04-30
DE1118775B (en) 1961-12-07

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