Reaction #84341

Reaction equation

2-bromo-1-[3-chloro-5-(2,2,2-trifluoroethoxy)pyridin-2-yl]ethanone

methoxyamine hydrochloride

→

desired product

Yield 84.9%

2-bromo-1-[3-chloro-5-(2,2,2-trifluoroethoxy)pyridin-2-yl]ethanone-O-methyloxime

Yield 84.9%

Solvents

ethanol

Conditions

Workup

1. 1
   OtherAfter completion of the reaction
2. 2
   Otherthe solvent was evaporated under reduced pressure
3. 3
   Otherthe resulting residue was purified by silica gel column chromatography

Procedure

To 1.3 g of 2-bromo-1-[3-chloro-5-(2,2,2-trifluoroethoxy)pyridin-2-yl]ethanone in 10 ml of ethanol, 362 mg of methoxyamine hydrochloride was added, and the mixture was stirred at room temperature for 13 hours. After completion of the reaction, the solvent was evaporated under reduced pressure, and the resulting residue was purified by silica gel column chromatography using ethyl acetate-hexane (with a gradient of from 0:100 to 5:95) to obtain 1.2 g of the desired product as a colorless oil.

Source