GB2122996A - Process for the preparation of 1,1-dichloro-4-methyl-1,3-pentadiene - Google Patents

Process for the preparation of 1,1-dichloro-4-methyl-1,3-pentadiene

Info

Publication number
GB2122996A
GB2122996A GB08317785A GB8317785A GB2122996A GB 2122996 A GB2122996 A GB 2122996A GB 08317785 A GB08317785 A GB 08317785A GB 8317785 A GB8317785 A GB 8317785A GB 2122996 A GB2122996 A GB 2122996A
Authority
GB
United Kingdom
Prior art keywords
methyl
image
sulphonic acid
trichloro
pentadiene
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.)
Granted
Application number
GB08317785A
Other versions
GB2122996B (en
GB8317785D0 (en
Inventor
Rudolf Soos
Jozsef Nemes
Laszlo Vidra
Miklos Szelestey
Istvan Szekely
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.)
Chinoin Private Co Ltd
Original Assignee
Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Zrt
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 Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Zrt filed Critical Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Zrt
Publication of GB8317785D0 publication Critical patent/GB8317785D0/en
Publication of GB2122996A publication Critical patent/GB2122996A/en
Application granted granted Critical
Publication of GB2122996B publication Critical patent/GB2122996B/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C21/00—Acyclic unsaturated compounds containing halogen atoms
    • C07C21/02—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds
    • C07C21/19—Halogenated dienes
    • 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
    • C07C17/358—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction by isomerisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/361—Preparation of halogenated hydrocarbons by reactions involving a decrease in the number of carbon atoms
    • C07C17/363—Preparation of halogenated hydrocarbons by reactions involving a decrease in the number of carbon atoms by elimination of carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/38—Separation; Purification; Stabilisation; Use of additives
    • C07C17/395—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to a chemical modification of at least one compound

Landscapes

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

Abstract

A process for the preparation of 1,1-dichloro-4-methyl-1,3-pentadiene of 97-99 % purity from a mixture of trichloro-methyl pentenol isomers of formulae II <IMAGE> and III <IMAGE>of optional ratio by acetylating the compounds with acetic anhydride, reduction with zinc dust, thereafter by isomerization with a sulphonic acid. The process involves the following steps: that after the acetylation and subsequent reduction of the trichloro-methyl pentenol, the diene of the formula IV <IMAGE>present in the raw product or distilled mixture is transformed into the isomer of formula I <IMAGE>by isomerization with methane sulphonic acid, acetoxy sulphonic acid and/or p-toluene sulphonic acid at 40-130<o>C, whereafter the contaminations present - mainly consisting of trichloro pentene isomers -, are reacted with alkali hydroxides in the presence of water and alkanol.
GB08317785A 1981-11-10 1982-11-10 Process for the preparation of 1,1-dichloro-4-methyl-1,3-pentadiene Expired GB2122996B (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
HU335081A HU188157B (en) 1981-11-10 1981-11-10 Process for producing 1,1-dichloro-4-methyl-1,3-pentadiene
PCT/HU1982/000059 WO1983001616A1 (en) 1981-11-10 1982-11-10 Process for the preparation of 1,1-dichloro-4-methyl-1,3-pentadiene

Publications (3)

Publication Number Publication Date
GB8317785D0 GB8317785D0 (en) 1983-08-03
GB2122996A true GB2122996A (en) 1984-01-25
GB2122996B GB2122996B (en) 1985-11-20

Family

ID=10963683

Family Applications (1)

Application Number Title Priority Date Filing Date
GB08317785A Expired GB2122996B (en) 1981-11-10 1982-11-10 Process for the preparation of 1,1-dichloro-4-methyl-1,3-pentadiene

Country Status (5)

Country Link
JP (1) JPS58501910A (en)
DE (1) DE3249169T1 (en)
GB (1) GB2122996B (en)
HU (1) HU188157B (en)
WO (1) WO1983001616A1 (en)

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5115013B2 (en) * 1972-11-02 1976-05-13
US4053380A (en) * 1975-04-14 1977-10-11 Kurraray Co., Ltd. 1,1,1-trihalogeno-4-methylpentenes, method of preparing the same and use of the same in the preparation of 1,1-dihalogeno-4-methyl-1,3-pentadienes
GB1480671A (en) * 1975-04-17 1977-07-20 Ici Ltd Process for the preparation of 1,1-dihalo-4-methyl pentadienes
US4162362A (en) * 1978-10-20 1979-07-24 Atlantic Richfield Company Process for the preparation of diphenylmethane dicarbamates and polymethylene polyphenyl carbamates

Also Published As

Publication number Publication date
DE3249169T1 (en) 1983-11-17
GB2122996B (en) 1985-11-20
JPS58501910A (en) 1983-11-10
WO1983001616A1 (en) 1983-05-11
HU188157B (en) 1986-03-28
GB8317785D0 (en) 1983-08-03

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Legal Events

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

Effective date: 19991110