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

HRID 992071Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 992071
[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-4774082008964a9a8bdd475d1f7d8143
Quelldatensatz
uspto-grants-2002_10
Patentnummer
US06465482B2

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