DE85230C - - Google Patents

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Publication number
DE85230C
DE85230C DENDAT85230D DE85230DA DE85230C DE 85230 C DE85230 C DE 85230C DE NDAT85230 D DENDAT85230 D DE NDAT85230D DE 85230D A DE85230D A DE 85230DA DE 85230 C DE85230 C DE 85230C
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DE
Germany
Prior art keywords
mandelic acid
nitrile
benzaldehyde
bisulfite
concentrated
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.)
Active
Application number
DENDAT85230D
Other languages
German (de)
Publication of DE85230C publication Critical patent/DE85230C/de
Active legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/08Preparation of carboxylic acids or their salts, halides or anhydrides from nitriles

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  • 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

BERLIN. GEDRUCKT IN DER REICHSDRUCKEREI.BERLIN. PRINTED IN THE REICHSDRUCKEREI.

Claims (1)

KAISERLICHESIMPERIAL PATENTAMT.PATENT OFFICE. in GERNSHEIM a. Rh.in GERNSHEIM a. Rh. Aus technischem Benzaldehyd wird durch Schütteln mit einer concentrirten Lösung von Natriumbisulfit oder Kaliumbisulfit die Bisulfitverbindung des Benzaldehyds dargestellt. Diese wird abgeprefst, event, durch Waschen mit Alkohol gereinigt und mit Wasser zu einem gleichmäfsigen dünnen Brei verrührt. Zu diesem Brei setzt man auf einmal etwas mehr als die berechnete Menge einer concentrirten Lösung von Cyankalium und rührt gut um. Die Bisulfitverbindung geht schnell in Lösung und es scheidet sich sofort das Nitril der Mandelsäure als gelbes OeI ab. Das OeI wird möglichst schnell von der wässerigen Lauge getrennt und mit Salzsäure in Mandelsäure übergeführt.Technical benzaldehyde is produced by shaking with a concentrated solution of Sodium bisulfite or potassium bisulfite is the bisulfite compound of benzaldehyde. This is checked, if necessary, by washing with Alcohol purified and mixed with water to form an even, thin paste. to To this pulp one puts at once a little more than the calculated amount of a concentrated one Solution of potassium cyanide and stir well. The bisulfite compound dissolves quickly and the nitrile of mandelic acid is immediately deposited as a yellow oil. The OeI will Separated from the aqueous alkali as quickly as possible and mixed with hydrochloric acid in mandelic acid convicted. Die Einwirkung findet nach folgender Gleichung statt:The action takes place according to the following equation: C6 Hh C HO KH S O3 + KCN C 6 H h C HO KH SO 3 + KCN . — C6 H5 C H (O H) ■ C N + K2 S O3. . - C 6 H 5 CH (OH) ■ CN + K 2 SO 3 . Die Ausbeute ist quantitativ und das Product ist reiner als das nach den bisher bekannten Methoden dargestellte Nitril. Das Verfahren gewährt auch Vortheile gegenüber dem von Müller in den Ber. d. d. ehem. Ges. IV, 980 mitgetheilten, wonach ein Gemenge von festem Cyankalium und Natriumbisulfit - Benzaldehyd mit Alkohol gekocht wird. Die Ueberführung des Nitrils in Mandelsäure vollzieht sich daher sehr glatt. Beim Schütteln mit concentrirter Salzsäure tritt eine lebhafte Reaction ein, so dafs die Flüssigkeit ins Sieden kommt. Nach Aufhören der Reaction ist die Ueberführung des Nitrils in Mandelsäure fast vollendet. Man erwärmt dann zweckmäfsig noch einige Zeit zum gelinden Sieden. Die rohe Mandelsäure wird nach bekannten Methoden gereinigt.The yield is quantitative and the product is purer than that of the previously known Methods depicted nitrile. The procedure also grants advantages over that from Müller in the Ber. d. d. former Ges. IV, 980, according to which a mixture of solid cyanide and sodium bisulfite - benzaldehyde is boiled with alcohol. The transfer the nitrile in mandelic acid is therefore very smooth. When shaken with concentrated hydrochloric acid, a vigorous reaction occurs so that the liquid comes to a boil. After the reaction has stopped, the Conversion of the nitrile into mandelic acid almost complete. It is then expediently heated some time to simmer gently. The raw mandelic acid is made according to known methods cleaned. Patenτ-Anspruch:Patenτ claim: Das Verfahren der Darstellung von Mandelsäure-Nitril durch Einwirkung von wässeriger Cyankaliumlösung auf die Alkalibisulfitverbindung des Benzaldehyds.The process of preparation of mandelic acid nitrile by the action of aqueous potassium cyanide solution on the alkali bisulfite compound of benzaldehyde.
DENDAT85230D Active DE85230C (en)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2478990A (en) * 1947-10-18 1949-08-16 Du Pont Preparation of atroponitrile
EP0852578A4 (en) * 1995-05-17 1998-07-15

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2478990A (en) * 1947-10-18 1949-08-16 Du Pont Preparation of atroponitrile
EP0852578A4 (en) * 1995-05-17 1998-07-15
EP0852578A1 (en) * 1995-05-17 1998-07-15 Smithkline Beecham Corporation Method for preparing certain acetonitriles

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