Sodium Chloride → 4-Hydroxybenzyl cyanide

HRID 262428Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 262428
[OH-].[Na+].[C-]#[N:4].[Na+].O.[OH:7][C:8]1[CH:18]=[CH:17][C:11]([CH:12](O)[C:13]([O-])=O)=[CH:10][CH:9]=1.[Na+].[Cl-].[Na+]>CN(C)C=O.O.C(O)=O>[OH:7][C:8]1[CH:18]=[CH:17][C:11]([CH2:12][C:13]#[N:4])=[CH:10][CH:9]=1

Komponenten

8

Edukt 4

HCID 5234Sodium ChlorideHCID 8929Sodium CyanideHCID 14798Sodium HydroxideHCID 236981332-Hydroxy-2-(4-hydroxyphenyl)acetic acid, sodium salt hydrate

Produkt 1

HCID 265484-Hydroxybenzyl cyanide

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 284Formic AcidLösungsmittelHCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
135 °C

Versuchsvorschrift

Sodium hydroxide (4.0 g.) and sodium cyanide (5.0 g.) are added to a stirred suspension of sodium p-hydroxymandelate monohydrate (19 g. of 89% w/w material, the impurity being sodium chloride) in N,N-dimethylformamide (100 ml.) and the mixture is stirred and heated at 135° C. for 4 hours and then cooled. Formic acid (7.7 ml.) and water (200 ml.) are added and the mixture is extracted twice with methyl isobutyl ketone (100 ml. and 75 ml.). The combined extracts are washed twice with water (40 ml. each time) and are then concentrated by evaporation. There is thus obtained a solution of p-hydroxybenzyl cyanide in methyl isobutyl ketone which is suitable for conversion to p-hydroxyphenylacetamide without further purification.

Aufarbeitung

  1. temperaturecooled
  2. extractionthe mixture is extracted twice with methyl isobutyl ketone (100 ml. and 75 ml.)
  3. washThe combined extracts are washed twice with water (40 ml
  4. concentrationeach time) and are then concentrated by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-9797c9b95f6a418f88ecf5a57372a77f
Quelldatensatz
uspto-grants-1979_05
Patentnummer
US04154757

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