반응 #5327

반응 방정식

hydroxylamine hydrochloride

sodium methoxide

dimethyl sulfoxide

sodium

2'-cyano-4-methylbiphenyl

→

title compound

Methylbiphenyl-2-carboxamidoxime

용매

methanol

methanol

반응 조건

후처리

1. 1
   workup.STIRRINGwas stirred for 5 hours at 100° C
2. 2
   기타The reaction mixture was partitioned between ethyl acetate and water
3. 3
   추출The aqueous layer was extracted with ethyl acetate
4. 4
   세척washed with water
5. 5
   기타dried
6. 6
   기타the solvent was evaporated in vacuo
7. 7
   기타The residue was purified by column chromatography on silica gel

실험 절차

To a solution of hydroxylamine hydrochloride (17.9 g) in dimethyl sulfoxide (120 ml) was added a methanol solution of sodium methoxide prepared from metallic sodium (5.92 g) and anhydrous methanol (50 ml). The mixture was stirred for 10 minutes at room temperature, to which was added 2'-cyano-4-methylbiphenyl (10 g) The reaction mixture was stirred for 5 hours at 100° C. The reaction mixture was partitioned between ethyl acetate and water. The aqueous layer was extracted with ethyl acetate. Organic layers were combined, washed with water and dried, then the solvent was evaporated in vacuo. The residue was purified by column chromatography on silica gel to afford the title compound as a white amorphous product (11.2 g, 96%).

출처