4-Chloro-2-nitrophenol → HCID 89611067, compound

Participants

Reaction Conditions

Reaction Steps

Potassium carbonate (3.2 g, 12.3 mmol) was added to a solution of 4-chloro-2-nitro-phenol (6.0 g, 34.6 mmol) in DMF (60 mL). The mixture was cooled to 0° C. 2-Chloro-N,N-dimethyl ethyl amine hydrochloride (9.96 g, 69.1 mmol) was added in portions. The reaction mixture was allowed to warm to rt, stirred for 4 h, heated to 95° C., stirred for 16 h, allowed to cool to rt, quenched by addition of a saturated aqueous solution of ammonium chloride and extracted with EtOAc. The organic phase was dried (Na2SO4), filtered, and concentrated. The residue was purified by silica gel column chromatography (CHCl3/MeOH, 98:2) to provide 3.0 g of the title compound. tR: 0.12 min (LC-MS 2); ESI-MS: 245 [M+H]+ (LC-MS 2); Rf=0.29 (CHCl3/MeOH, 9:1).

Provenance & Evidence