Reaction #1005943

Reaction equation

water

methyl N-methoxycarbamate

1-(4-chloro-phenyl)-3-[[(2R,3S)-3-methyloxiran-2-yl]methoxy]pyrazole

→

5-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]-3-methoxy-4-methyl-oxazolidin-2-one

Solvents

DMSO

Conditions

Workup

1. 1
   workup.ADDITIONhave been added
2. 2
   workup.STIRRINGThe mixture was stirred at 90° C. for 20 h
3. 3
   Extractionextracted thrice with 30 ml ethyl acetate each, the combined extracts
4. 4
   Dryinghave been dried with sodium sulfate
5. 5
   Otherthe solvent removed in vacuo
6. 6
   OtherThe crude product (2.5 g) was used without further purification

Procedure

To 1.08 g (10.0 mmol) methyl N-methoxycarbamate in 17 ml DMSO have been added with stirring at ambient temperature 1.00 g (8.9 mmol) potassium tert.-butylate. Stirring has been continued for 5 min before 2.00 g (7.56 mmol) 1-(4-chloro-phenyl)-3-[[(2R,3S)-3-methyloxiran-2-yl]methoxy]pyrazole have been added. The mixture was stirred at 90° C. for 20 h. After cooling to ambient temperature the reaction mixture was poured into 150 ml of water, extracted thrice with 30 ml ethyl acetate each, the combined extracts have been dried with sodium sulfate and the solvent removed in vacuo. The crude product (2.5 g) was used without further purification.

Source