Ethanol → 2-(2-Bromopyridin-3-yl)acetonitrile

HRID 1517581Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1517581
[Br:1][C:2]1[C:7]([CH2:8]Br)=[CH:6][CH:5]=[CH:4][N:3]=1.[C-:10]#[N:11].[Na+].O.C(O)C>ClCCl>[Br:1][C:2]1[C:7]([CH2:8][C:10]#[N:11])=[CH:6][CH:5]=[CH:4][N:3]=1

Komponenten

6

Edukt 4

HCID 702EthanolHCID 962WaterHCID 8929Sodium CyanideHCID 109010782-Bromo-3-(bromomethyl)pyridine

Produkt 1

HCID 534035092-(2-Bromopyridin-3-yl)acetonitrileAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 2-bromo-3-bromomethyl-pyridine (840 mg, 3.35 mmol) and sodium cyanide (187.99 mg, 3.68 mmol) is stirred and refluxed for 1 h in a mixture water (10 mL)-ethanol (2 mL). The reaction mixture is diluted with dichloromethane and washed with saturated aqueous solution of sodium bicarbonate. The organic layer is separated, dried over magnesium sulfate and the solvent evaporated in vacuo to give 83% of the title compound that is used without further purification. MS (m/z): 197 (M+1), 199 (M+3).

Aufarbeitung

  1. washwashed with saturated aqueous solution of sodium bicarbonate
  2. customThe organic layer is separated
  3. dry with materialdried over magnesium sulfate
  4. customthe solvent evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-259963ad65984f20a3e2916a844a5af0
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08232289B2

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