DE820302C - Process for the production of a new collection of trimethyl acetic acid (pivalic acid) - Google Patents

Process for the production of a new collection of trimethyl acetic acid (pivalic acid)

Info

Publication number
DE820302C
DE820302C DE1949P0036735 DEP0036735D DE820302C DE 820302 C DE820302 C DE 820302C DE 1949P0036735 DE1949P0036735 DE 1949P0036735 DE P0036735 D DEP0036735 D DE P0036735D DE 820302 C DE820302 C DE 820302C
Authority
DE
Germany
Prior art keywords
acid
production
acetic acid
trimethyl acetic
new collection
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
DE1949P0036735
Other languages
German (de)
Inventor
Friedrich Dr Boedecker
Hans Dr Volk
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.)
Honeywell Riedel de Haen AG
Original Assignee
Riedel de Haen 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 Riedel de Haen AG filed Critical Riedel de Haen AG
Priority to DE1949P0036735 priority Critical patent/DE820302C/en
Application granted granted Critical
Publication of DE820302C publication Critical patent/DE820302C/en
Expired legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C53/00Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
    • C07C53/15Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen containing halogen
    • C07C53/19Acids containing three or more carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C07C51/27Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with oxides of nitrogen or nitrogen-containing mineral acids

Landscapes

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

Description

Verfahren zur Herstellung eines neuen Abkömmlings der Trimethylessigsäure (Pivalinsäure) Symm. Tribromtrimethylessigsäure (a, y-Dibromß-brommethylpropan-ß-carbonsäure) war bisher noch nicht bekannt.Process for the preparation of a new derivative of trimethyl acetic acid (Pivalic acid) Symm. Tribromotrimethyl acetic acid (a, y-dibromos-bromomethylpropane-ß-carboxylic acid) was not yet known.

Es wurde gefunden, daß man diese Verbindung erhält, wenn man Pentaerythrittribromhydrin mit sauren Oxydationsmitteln, vorzugsweise mit Salpetersäure, oxydiert.It has been found that this compound is obtained by using pentaerythritol tribromohydrin oxidized with acidic oxidizing agents, preferably with nitric acid.

Der nach vorliegendem Verfahren zugängliche neue Abkömmling der Pivalinsäure soll als Zwischenprodukt zur Herstellung therapeutisch verwertbarer Stoffe dienen.The new derivative of pivalic acid accessible by the present process is intended to serve as an intermediate product for the manufacture of therapeutically usable substances.

Beispiel 16,2g Pentaerythrittribromhydrin werden in ein Gemisch aus 6o g 98 bis ioo°!oiger Salpetersäure und 20 g Wasser unter gutem Rühren bei 8o bis 9o° portionsweise eingetragen. Dann wird noch so lange weiter erwärmt, bis die Entwicklung von Stickoxyden praktisch aufgehört hat. Beim Erkalten erstarrt die in der Wärme zum Teil als 01 ausgeschiedene symm. Tribrompivalinsäure vollkommen kristallin. Man verdünnt mit etwa ioo ccm Wasser, saugt ab, wäscht gut mit Wasser nach und trocknet. Ausbeute 13,5 g. Durch Umkristallisieren aus Benzol oder Gasohn erhält man sie rein vom F. = 98 bis 99°. Das Säurechlorid schmilzt nach dem Umkristallisieren aus Petrolä.ther bei 112 bis 114'; der Methylester aus dem Chlorid in üblicher Weise gewonnen, hat den F. = 47 bis 49°.Example 16.2 g of pentaerythritol tribromohydrin are added in portions to a mixture of 60 g of 98 to 100% nitric acid and 20 g of water with thorough stirring at 80 to 90 °. Then the heating continues until the development of nitrogen oxides has practically stopped. When it cools down, the symm, partly excreted as 01 in the warmth, solidifies. Tribromopivalic acid completely crystalline. It is diluted with about 100 cc of water, filtered off with suction, washed thoroughly with water and dried. Yield 13.5g. Recrystallization from benzene or gasoline gives them a pure temperature of 98 to 99 °. After recrystallization from petroleum ether, the acid chloride melts at 112 to 114 '; the methyl ester obtained from the chloride in the usual way has a F. = 47 to 49 °.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Abkömmlings der Trimethylessigsäure (Pivalinsäure), dadurch gekennzeichnet, daß man Pentaerythrittribromhydrin mit sauren Oxydationsmitteln, vorzugsweise mit Salpetersäure, oxydiert. PATENT CLAIM: Process for the production of a new derivative of trimethyl acetic acid (pivalic acid), characterized in that pentaerythritol tribromohydrin is oxidized with acidic oxidizing agents, preferably with nitric acid.
DE1949P0036735 1949-03-15 1949-03-15 Process for the production of a new collection of trimethyl acetic acid (pivalic acid) Expired DE820302C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DE1949P0036735 DE820302C (en) 1949-03-15 1949-03-15 Process for the production of a new collection of trimethyl acetic acid (pivalic acid)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE1949P0036735 DE820302C (en) 1949-03-15 1949-03-15 Process for the production of a new collection of trimethyl acetic acid (pivalic acid)

Publications (1)

Publication Number Publication Date
DE820302C true DE820302C (en) 1951-11-08

Family

ID=578919

Family Applications (1)

Application Number Title Priority Date Filing Date
DE1949P0036735 Expired DE820302C (en) 1949-03-15 1949-03-15 Process for the production of a new collection of trimethyl acetic acid (pivalic acid)

Country Status (1)

Country Link
DE (1) DE820302C (en)

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