Reaction #985298

Reaction equation

N,O-dimethyl-hydroxylamine HCl

Triethylamine

cyclopropanecarbonyl chloride

→

colorless oil

Yield 61.4%

Cyclopropanecarboxylic acid methoxy-methyl-amide

Yield 61.4%

Solvents

DCM

Conditions

Workup

1. 1
   Temperaturecooled in ice
2. 2
   Temperaturewithout cooling
3. 3
   ExtractionExtraction
4. 4
   workup.DISTILLATIONDistillation
5. 5
   Other75° C./20 mbar

Procedure

N,O-dimethyl-hydroxylamine HCl (40 g, 410 mmol) was suspended under nitrogen in DCM (400 mL) and cooled in ice. Triethylamine (63 mL, 451 mmol) was added slowly, then cyclopropanecarbonyl chloride (41 mL, 451 mmol) was added slowly. Stirring without cooling was continued for 1 h. Extraction: 2×DCM, 1×1 N HCl, 1×NaCl. Distillation: 75° C./20 mbar. One obtained 32.5 g (61%) of a colorless oil.

Source