반응 #1171606

반응 방정식

HCl

5-benzoyl-2-pentanone

hydroxylamine

→

title compound

2-methyl-6-phenylpyridine

용매

acetic acid

acetic acid

반응 조건

후처리

1. 1
   온도the suspension refluxed for 3 hours
2. 2
   기타Acetic acid was then removed in vacuo
3. 3
   workup.ADDITIONthe residue treated with H2O (25 cc)
4. 4
   추출extracted with ethyl acetate (3×25 cc)
5. 5
   세척the organic layer was washed with 25% aqueous NH4OAc, dilute NaHCO3 and brine
6. 6
   기타After removal of the solvent the residue
7. 7
   기타was purified by chromatography

실험 절차

To a refluxing mixture of hydroxylamine.HCl (2.1 g) in acetic acid (5 cc) was added a solution of 5-benzoyl-2-pentanone (1.9 g) (step 1) in acetic acid (5 cc) and the suspension refluxed for 3 hours. Acetic acid was then removed in vacuo, the residue treated with H2O (25 cc) and extracted with ethyl acetate (3×25 cc); the organic layer was washed with 25% aqueous NH4OAc, dilute NaHCO3 and brine. After removal of the solvent the residue was purified by chromatography to afford the title compound. p.m.r. (CD3CDCD3) δ 7.1-8.2 (m, 8H), 2.55 (s, 3H).

출처