Reaktion #43468

Reaktionsgleichung

compound 7B

2-Chloro-4-(hydroxymethyl)-3-methylbenzonitrile

PBr3

→

title compound

Ausbeute 28.3%

4-(Bromomethyl)-2-chloro-3-methylbenzonitrile

Ausbeute 28.3%

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction was slowly quenched with saturated NaHCO3 solution at −15° C
2. 2
   SonstigeThe organic layer was separated
3. 3
   Trocknendried over MgSO4
4. 4
   Einengenconcentrated
5. 5
   SonstigePurification by silica gel chromatography (0-10% EtOAc in hexanes)

Vorschrift

To a solution of compound 7B (700 mg, 3.9 mmol) in CH2Cl2 (15 mL) was added PBr3 (5.8 mL, 5.8 mmol, 1N in CH2Cl2) at −15° C., and stirred at −15° C. for 3 hr. The reaction was slowly quenched with saturated NaHCO3 solution at −15° C. The organic layer was separated, dried over MgSO4, and concentrated. Purification by silica gel chromatography (0-10% EtOAc in hexanes) provide the title compound (270 mg) as a white powder.

Quelle