Hydrochloric Acid → HCID 14256908, compound

Participants

Reaction Steps

A mixture of 10 g of finely powdered iron. 50 ml of ethanol, 11 ml of water and 1 ml of concentrated hydrochloric acid is heated to 65° C. while stirring. To this mixture is added dropwise during 2 hours a solution of 15 g of ethyl 2-(2-chloro-4-fluoro-5-nitro-benzoyloxy)-2-methyl-propionate in 15 ml of ethanol in such a manner that the temperature does not rise above 80° C. After completion of the addition the reaction mixture is stirred at 70° C. for a further 16 hours. After cooling the reaction mixture is suction filtered over Celite®. The Celite® is rinsed well with water and with ethyl acetate. The filtrate is adjusted to pH 8 with 2N potassium bicarbonate solution. It is once more filtered over Celite® and again rinsed with water and ethyl acetate. The filtrate is now extracted three times with 400 ml of ethyl acetate each time. The organic phases are back-washed twice with 300 ml of saturated sodium chloride solution each time, dried over anhydrous magnesium sulphate and evaporated under reduced pressure. The residue is fractionated in a high vacuum and distilled. In this manner there is obtained ethyl 2-(5-amino-2-chloro-4-fluoro-benzoyloxy)-2-methylpropionate, b.p. 146°-151° C./0.07 torr.

Provenance & Evidence