Hydrochloric Acid → 4-Chloro-2-carboxyphenylacetonitrile

HRID 647418

Reaktionsgleichung

Reaktionsgleichung von HRID 647418
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][O:7][C:8]2=[O:9])=[CH:4][CH:3]=1.[C-:12]#[N:13].[K+].Cl>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][C:12]#[N:13])=[C:10]([C:8]([OH:7])=[O:9])[CH:11]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 9032Potassium CyanideHCID 71741656-Chloro-3H-isobenzofuran-1-one

Produkt 1

HCID 126032044-Chloro-2-carboxyphenylacetonitrileAusbeute 73,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
180 °C

Versuchsvorschrift

A mixture of 6-chlorophthalide (2.0 g) and potassium cyanide (2.0 g) was stirred at a temperature of 180° C. for a period of 4 hours. The solid was cooled, dissolved in water and the solution was acidified with concentrated hydrochloric acid. The dark brown solid was collected, washed with water and dried. The crude solid was dissolved in ethyl acetate, the solution was treated with charcoal, filtered, and the solvent was evaporated to give 4-chloro-2-carboxyphenylacetonitrile (1.70 g) as pale yellow crystals mp 120° C.

Aufarbeitung

  1. temperatureThe solid was cooled
  2. customThe dark brown solid was collected
  3. washwashed with water
  4. customdried
  5. dissolutionThe crude solid was dissolved in ethyl acetate
  6. additionthe solution was treated with charcoal
  7. filtrationfiltered
  8. customthe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-c2956ed37b054290b05212aa42a30c0c
Quelldatensatz
uspto-grants-1983_10
Patentnummer
US04409017

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