Potassium Hydroxide → HCID 18625320, compound

Participants

Reaction Steps

At 22° C., 100 g (0.522 mol) of 2-chloro-4-fluoro-5-nitrophenol were added with stirring to a solution of 34.5 g (0.522 mol) of 85% strength potassium hydroxide in 500 ml of methanol, and the mixture was stirred for another 30 min. At 40° C., the reaction mixture was then concentrated under reduced pressure. The residue was dried at 50° C. in a vacuum cabinet overnight. The pulverulent residue was then, at 40° C., dissolved with stirring in 1 l of dimethylformamide (DMF), 70.7 g (0.574 mol) of methyl 2-chloropropionate were added dropwise at 50° C. over a period of 30 min and the mixture was stirred at 80° C. for another 2 h. The solvent was removed under reduced pressure, the residue was introduced into 700 ml of water and undissolved components were filtered off. The aqueous phase was extracted three times with in each case 300 ml of methyl tert-butyl ether. The combined organic extracts were washed with about 500 ml of saturated sodium chloride solution and dried over magnesium sulfate. Concentration gave 106 g (73.1% of theory) of the title compound as a colorless resin.

Provenance & Evidence