تفاعل #50572

معادلة التفاعل

3-chloro-2-methyl-phenoxy-acetamide oxime

triethyl orthoformate

→

3-(3-chloro-2-methyl-phenoxymethyl)-1,2,4-oxadiazole

المردود 57.4%

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONare added at room temperature
2. 2
   درجة الحرارةat reflux temperature until the reaction
3. 3
   أخرى(approximately 1 hour)
4. 4
   تركيزthe entire batch is concentrated in vacuo
5. 5
   غسيلwashed in succession with 100 ml of 2N hydrochloric acid, saturated sodium carbonate solution and water
6. 6
   تجفيفThe organic phase is dried over sodium sulphate
7. 7
   workup.DISTILLATIONthe solvent is subsequently distilled off
8. 8
   workup.DISTILLATIONThe oily residue which remains is distilled

الإجراء التجريبي

7.0 g (32.6 mmol) of 3-chloro-2-methyl-phenoxy-acetamide oxime are introduced into 70 ml of triethyl orthoformate, and 5 drops of boron trifluoride etherate are added at room temperature. The mixture is subsequently stirred at reflux temperature until the reaction is complete (approximately 1 hour) and the entire batch is concentrated in vacuo. The residue is taken up in 100 ml of methylene chloride and washed in succession with 100 ml of 2N hydrochloric acid, saturated sodium carbonate solution and water. The organic phase is dried over sodium sulphate and the solvent is subsequently distilled off. The oily residue which remains is distilled using a bulb tube. 4.2 g (57.4% of theory) of 3-(3-chloro-2-methyl-phenoxymethyl)-1,2,4-oxadiazole are obtained.

المصدر