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CH299922A - Process for the preparation of a monoether of an araliphatic glycol. - Google Patents

Process for the preparation of a monoether of an araliphatic glycol.

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Publication number
CH299922A
CH299922A CH299922DA CH299922A CH 299922 A CH299922 A CH 299922A CH 299922D A CH299922D A CH 299922DA CH 299922 A CH299922 A CH 299922A
Authority
CH
Switzerland
Prior art keywords
compound
mol
chloro
phenyl
monoether
Prior art date
Application number
Other languages
German (de)
Inventor
Ag J R Geigy
Original Assignee
Ag J R Geigy
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 Ag J R Geigy filed Critical Ag J R Geigy
Publication of CH299922A publication Critical patent/CH299922A/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren     zur        Herstellung        eines    Monoäthers     eines        araliphatischen    Glykols.         Gegenstand    des vorliegenden Patentes ist  ein Verfahren zur Herstellung eines Mono  äthers eines     araliphatischen    Glykols. Das Ver  fahren ist dadurch gekennzeichnet, dass man  1     -.Hol    einer den  
EMI0001.0009     
    Rest abgebenden Verbindung, z.

   B. ein funk  tionelles Derivat der     Methoxyessigsäure,    wie  Ester oder     Halogenid,    mit 2     Mol    einer metall  organischen     4-Chlorphenylverbindung        iunsetzt     und die erhaltene Verbindung     hydrolysiert.     



  Die neue     Verbindung,    das     1,1-Di-(p-          chlor-phenyl)-2-methoxy-äthanol,    zeigt einen  Schmelzpunkt von     104-105 .    Sie soll zur  Schädlingsbekämpfung Verwendung .finden.

      <I>Beispiel:</I>    1.05 Gewichtsteile     Magnesiimtspäne    werden  mit 500     Volumteilen    absolutem Äther bedeckt  und mit 805 Teilen     p-Chlor-brombenzol,    gelöst  in 2500     Volumteilen    absolutem Äther, zur Um  setzung gebracht.     Zur    erhaltenen     Grignard-          lösung    werden unter Rühren 208 Teile     Meth-          oxyessigsäuremethylester,    gelöst in 300     Vo-          lumteilen    absolutem Äther, derart zugegeben,  dass der Äther im Sieden erhalten bleibt.

   Nach  beendeter Zugabe wird noch 2 Stunden unter  Rühren zum Sieden     erwärmt.    Das erkaltete  Reaktionsgemisch wird in eine mit Eis ver  setzte, konzentrierte     Ammonittmchloridlösung       eingetragen und gut     durchgerührt.    Nach  Trennung der Schichten (ev. nach Filtration)  wird die Ätherlösung abgetrennt     und    mit Am  moniumchloridlösung, verdünnter Natronlauge  und Wasser gewaschen und getrocknet.

   Nach  dem     Abdestillieren    des Äthers bleibt das     1,1-          Di-(p-chlor-phenyl)-2-methoxy-äthanol    als  langsam kristallisierendes, dickes Öl     zurück.     Es besitzt einen     Schmelzpunkt    von     104-105 .  



  Process for the preparation of a monoether of an araliphatic glycol. The subject of the present patent is a process for the production of a mono ether of an araliphatic glycol. The process is characterized in that one 1 -.Hol one the
EMI0001.0009
    Remainder donating compound, z.

   B. a funk tional derivative of methoxyacetic acid, such as ester or halide, iunsetzt with 2 moles of an organometallic 4-chlorophenyl compound and hydrolyzes the compound obtained.



  The new compound, 1,1-di- (p-chloro-phenyl) -2-methoxy-ethanol, has a melting point of 104-105. It should be used for pest control.

      <I> Example: </I> 1.05 parts by weight magnesia chips are covered with 500 parts by volume of absolute ether and reacted with 805 parts of p-chlorobromobenzene, dissolved in 2500 parts by volume of absolute ether. 208 parts of methyl methoxyacetate, dissolved in 300 parts by volume of absolute ether, are added to the Grignard solution obtained, with stirring, in such a way that the ether is retained in the boil.

   After the addition has ended, the mixture is heated to boiling for a further 2 hours while stirring. The cooled reaction mixture is introduced into a concentrated ammonium chloride solution with ice and stirred thoroughly. After the layers have been separated (possibly after filtration), the ether solution is separated off and washed with ammonium chloride solution, dilute sodium hydroxide solution and water and dried.

   After the ether has been distilled off, the 1,1-di- (p-chloro-phenyl) -2-methoxy-ethanol remains as a thick, slowly crystallizing oil. It has a melting point of 104-105.

Claims (1)

PATEN; TAN SPRUCH Verfahren zur Herstellung eines Mono äthers eines araliphatischen Glykols, dadurch gekennzeichnet, dass man 1 Mol einer den EMI0001.0046 Rest abgebenden Verbindung mit 2 Mol einer metallorganischen 4-Chlor-phenylverbinditng umsetzt und die erhaltene Verbindung hydro- lysier t. PATEN; TAN SPRUCH Process for the production of a mono ether of an araliphatic glycol, characterized in that 1 mol of one of the EMI0001.0046 Reacting the remainder of the compound with 2 mol of an organometallic 4-chloro-phenyl compound and hydrolyzing the compound obtained. Die neue Verbindung, das 1,1-Di-(p- chlor-phenyl)-2-methoxy-äthanol, zeigt einen Schmelzpunkt von 104-105 . UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man 1 Mol Methoxyessig- säuremethylester mit 2 Mol 4-Chlor-phenyl- magnesiumbromid umsetzt und die erhaltene Verbindung hydrolysiert. The new compound, 1,1-di- (p-chloro-phenyl) -2-methoxy-ethanol, has a melting point of 104-105. SUBSTANTIAL CLAIM: Process according to patent claim, characterized in that 1 mol of methoxyacetic acid methyl ester is reacted with 2 mol of 4-chloro-phenyl-magnesium bromide and the compound obtained is hydrolyzed.
CH299922D 1951-05-08 1951-05-08 Process for the preparation of a monoether of an araliphatic glycol. CH299922A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH295591T 1951-05-08
CH299922T 1951-05-08

Publications (1)

Publication Number Publication Date
CH299922A true CH299922A (en) 1954-06-30

Family

ID=25733609

Family Applications (1)

Application Number Title Priority Date Filing Date
CH299922D CH299922A (en) 1951-05-08 1951-05-08 Process for the preparation of a monoether of an araliphatic glycol.

Country Status (1)

Country Link
CH (1) CH299922A (en)

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