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GB1396030A - Mixtures of the acetals of alpha-sinensal and beta-sinensal isomeric acetals of analogoues constitution and a method for their production - Google Patents

Mixtures of the acetals of alpha-sinensal and beta-sinensal isomeric acetals of analogoues constitution and a method for their production

Info

Publication number
GB1396030A
GB1396030A GB5663972A GB5663972A GB1396030A GB 1396030 A GB1396030 A GB 1396030A GB 5663972 A GB5663972 A GB 5663972A GB 5663972 A GB5663972 A GB 5663972A GB 1396030 A GB1396030 A GB 1396030A
Authority
GB
United Kingdom
Prior art keywords
reacting
mixture
acetals
resulting
sinensal
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
GB5663972A
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.)
BASF SE
Original Assignee
BASF SE
Badische Anilin and Sodafabrik 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 BASF SE, Badische Anilin and Sodafabrik AG filed Critical BASF SE
Publication of GB1396030A publication Critical patent/GB1396030A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/35—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/20—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms
    • C07C17/202—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction
    • C07C17/208—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction the other compound being MX
    • 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
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/511—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups
    • C07C45/515—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups the singly bound functional group being an acetalised, ketalised hemi-acetalised, or hemi-ketalised hydroxyl group
    • 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
    • C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
    • C07C45/57—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
    • 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
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/76—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton with the aid of ketenes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
    • C07C47/21—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
    • C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes
    • C11B9/0007—Aliphatic compounds
    • C11B9/0015—Aliphatic compounds containing oxygen as the only heteroatom

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1396030 Poly-unsaturated acetals BADISCHE ANILIN- & SODA-FABRIK AG 8 Dec 1972 [9 Dec 1971] 56639/72 Headings C2C and C2P The invention comprises a mixture of compounds (Ia) and (Ib), where R<SP>1</SP> and R<SP>2</SP> are C 1-8 aliphatic hydrocarbyl radical, or are joined to form a C 2-8 alkylene, a C 5-6 1,2-cycloalkylene or a 1,2-phenylene radical and n is 0, 1 or 2, their preparation by reacting a mixture of isomeric phosphonium salts (IIIa) and (IIIb) with an equimolar quantity of strong base in an inert organic solvent and adding an acetal (II) to the resulting triphenylphosphinylene and their hydrolysis to give mixtures of the aldehydes, e.g. α- and #-sinesal. A mixture of 4-methylene-5-hexen-1-yltriphenylphosphonium iodide and 4-methyl-3,5- hexadien - 1 - yltriphenylphosphonium iodide is made by reacting 1-chloropentan-4-one with vinylmagnesium chloride, dehydrating the resulting 1 - chloro - 4 - methylhex - 5 - en - 4 - ol, reacting the formed mixture of chlorodienes with NaI and reacting the resulting iodo compound with triphenylphosphine. A mixture of 4- methyl-8-methylenedeca-4,9-dien-1-yl and 4,8- dimethyldeca - 4,7,9 - trien - 1 - yltriphenylphosphonium iodides are made similarly. 1 - Chloro - 4 - methylnona - 4 - en - 8 - one is made by reacting 1-chloro-4-methylhex-5-en-4- ol with diketene and heating to decarboxylate the resulting acetoacetate.
GB5663972A 1971-12-09 1972-12-08 Mixtures of the acetals of alpha-sinensal and beta-sinensal isomeric acetals of analogoues constitution and a method for their production Expired GB1396030A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19712161084 DE2161084C3 (en) 1971-12-09 1971-12-09 Mixtures of the acetals of a- and ß-sinensals and isomeric acetals of similar structure and a process for their production

Publications (1)

Publication Number Publication Date
GB1396030A true GB1396030A (en) 1975-05-29

Family

ID=5827500

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5663972A Expired GB1396030A (en) 1971-12-09 1972-12-08 Mixtures of the acetals of alpha-sinensal and beta-sinensal isomeric acetals of analogoues constitution and a method for their production

Country Status (5)

Country Link
CH (1) CH570351A5 (en)
DE (1) DE2161084C3 (en)
FR (1) FR2162557B1 (en)
GB (1) GB1396030A (en)
NL (1) NL178413C (en)

Also Published As

Publication number Publication date
CH570351A5 (en) 1975-12-15
NL178413C (en) 1986-03-17
DE2161084B2 (en) 1977-11-17
FR2162557A1 (en) 1973-07-20
FR2162557B1 (en) 1976-01-30
DE2161084C3 (en) 1978-07-27
NL7216544A (en) 1973-06-13
DE2161084A1 (en) 1973-06-14

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Legal Events

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