Acetic Acid → 3-(Cyanomethyl)pyridin-1-ium-1-olate

HRID 428550

Reaktionsgleichung

Reaktionsgleichung von HRID 428550
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][C:8]#[N:9])[CH:2]=1.CC(O)=[O:12].OO>O>[CH:5]1[CH:6]=[N+:1]([O-:12])[CH:2]=[C:3]([CH2:7][C:8]#[N:9])[CH:4]=1

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 809233-Pyridineacetonitrile

Produkt 1

HCID 2431673-(Cyanomethyl)pyridin-1-ium-1-olate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 3-pyridylacetonitrile (11 g, 93.1 mmol), HOAc (55 mL), and 30% H2O2 (17 mL) was heated at 95° C. overnight, and at room temperature for 72 hours. H2O (50 mL) was added to the reaction mixture and the resulting solution was concentrated. This was repeated with additional H2O (100 mL). Toluene (2×100 mL) was used to remove residual H2O, and the resulting white solid was dried under vacuum overnight affording a waxy white solid: mp 120-125° C.; MS(+)APCI m/z 135 [M+H]+.

Aufarbeitung

  1. concentrationthe resulting solution was concentrated
  2. customto remove residual H2O
  3. customthe resulting white solid was dried under vacuum overnight
  4. customaffording a waxy white solid

Quellen und Nachweise

ORD-Eintrag
ord-0cff787d32e24df79972a709b0996a6c
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06313126B1

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