Reaction #1563928

Reaction equation

Pyridine

N,O-dimethylhydroxylamine hydrochloride

Chlorobutyrylchloride

→

title compound

Yield 93.0%

4-chloro-N-methoxy-N-methylbutanamide

Yield 93.0%

Solvents

DCM

DCM

Conditions

Workup

1. 1
   workup.STIRRINGwas stirred continuously at 0° C. for 2 h
2. 2
   Washthe organic layer was washed with water
3. 3
   OtherThe organic layer was separated
4. 4
   Dryingdried over anhydrous sodium sulphate
5. 5
   Concentrationconcentrated under reduced pressure

Procedure

Pyridine (101.28 g, 106.6 mL 1281.79 mmol) was added to a solution of N,O-dimethylhydroxylamine hydrochloride (50 g, 512.72 mmol) in DCM (800 mL) at 0° C. and stirring was continued for 15 min. Chlorobutyrylchloride (72.29 g, 512.72 mmol) was then added to this mixture and was stirred continuously at 0° C. for 2 h. The reaction mixture was diluted with DCM and the organic layer was washed with water followed by brine. The organic layer was separated; dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford 79 g of the title compound as a pale brown liquid.

Source