Reaktion #513402

Reaktionsgleichung

2,4-dichloro-6-methylpyrimidine

N-chloro succinimide

benzoyl peroxide

→

2,4-dichloro-6-chloromethyl-pyrimidine

Ausbeute 40.0%

Lösungsmittel

carbon tetrachloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed for 24 hr
2. 2
   Filtrationthe mixture was filtered
3. 3
   Sonstigeevaporated in vacuo
4. 4
   SonstigeThe residue was purified by silica gel column chromatography (eluent, from hexane to 2% ether in hexane)

Vorschrift

A mixture of 2,4-dichloro-6-methylpyrimidine (12.5 g, 76.65 mmol), N-chloro succinimide (12.28 g, 92 mmol), and benzoyl peroxide (2.78 g, 11.5 mmol) in carbon tetrachloride (150 ml) was refluxed for 24 hr. After cooling to room temperature, the mixture was filtered and evaporated in vacuo. The residue was purified by silica gel column chromatography (eluent, from hexane to 2% ether in hexane) to afford 6 g (40%) of 2,4-dichloro-6-chloromethyl-pyrimidine as a white solid. 1H NMR (200 MHz, CDCl3) δ 4.58 (2H, s), 7.55 (1H, s).

Quelle