Benzoyl Peroxide → HCID 55298631, Verbindung

HRID 426243Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 426243
[F:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[N:3]=1.[Cl:10]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Cl:10][CH2:8][C:6]1[CH:5]=[C:4]([CH3:9])[N:3]=[C:2]([F:1])[CH:7]=1

Komponenten

5

Edukt 3

HCID 7187Benzoyl PeroxideHCID 31398ChlorosuccinimideHCID 198673702-Fluoro-4,6-dimethylpyridine

Produkt 1

HCID 55298631HCID 55298631, VerbindungAusbeute 13,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

2-Fluoro-4,6-dimethyl-pyridine (4.25 g, 34 mmol) was refluxed with N-chlorosuccinimide (4.99 g, 37.4 mmol) and benzoyl peroxide (822 mg, 3.4 mmol) in carbon tetrachloride (70 ml). After 3.5 hr., the mixture was cooled to room temperature and filtered. The filtrate was evaporated in vacuo and the residue was purified by silica gel column chromatography (eluent, ether:hexane (1:30)) to afford 740 mg (13%) of 4-chloromethyl-2-fluoro-6-methyl-pyridine as a yellow oil. 1H NMR (200 MHz, CDCl3) δ 2.51 (3H, s), 4.51 (2H, s), 6.77 (1H, s), 7.05 (1H, s).

Aufarbeitung

  1. filtrationfiltered
  2. customThe filtrate was evaporated in vacuo
  3. customthe residue was purified by silica gel column chromatography (eluent, ether:hexane (1:30))

Quellen und Nachweise

ORD-Eintrag
ord-3b0e6d11dd89466a9b788deb3ede8fc1
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08106064B2

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