反応 #2253285

反応方程式

5-chloromethyl-3-cyclopropyl-1,2,4-oxadiazole

4-phenoxyphenol

sodium hydride

hydrogen

→

3-cyclopropyl-5-[(4-phenoxyphenoxy)-methyl]-1,2,4-oxadiazole

収率 86.6%

溶媒

dimethylformamide

dimethylformamide

反応条件

後処理

1. 1
   温度While cooling
2. 2
   その他After the solvent has been removed
3. 3
   抽出extracted three times
4. 4
   乾燥each time with 100 ml of ether, and the combined ethe phases are dried over sodium sulfate
5. 5
   その他After removal of the solvent
6. 6
   その他under reduced pressure and recrystallization of the crude product from methanol/water (1:1) there

実験手順

While cooling, 5.58 g of 4-phenoxyphenol as a solution in 30 ml of absolute dimethylformamide is dripped into 1 g of 80% strength sodium hydride in 25 ml of absolute dimethylformamide. Upon completion of hydrogen evolution, 4.76 g of 5-chloromethyl-3-cyclopropyl-1,2,4-oxadiazole is dripped in and the mixture is stirred for 8 hours at 80° C. After the solvent has been removed, the residue is slurried in 250 ml of water, extracted three times, each time with 100 ml of ether, and the combined ethe phases are dried over sodium sulfate. After removal of the solvent under reduced pressure and recrystallization of the crude product from methanol/water (1:1) there is obtained 8.0 g of 3-cyclopropyl-5-[(4-phenoxyphenoxy)-methyl]-1,2,4-oxadiazole; m.p.: 99° C.

出典