반응 #70236

반응 방정식

O-(3-fluorobenzyl)hydroxylamine hydrochloride

3-fluoro-4-methoxyacetophenone

pyridine

→

3′-fluoro-4′-methoxyacetophenone-O-3-fluorobenzyloxime

수율 90.1%

용매

ethanol

반응 조건

후처리

1. 1
   온도at reflux under nitrogen for 4 h
2. 2
   농축The solution was concentrated to a pale yellow oil which
3. 3
   workup.ADDITIONwas diluted with water
4. 4
   추출The suspension was extracted with dichloromethane (×3)
5. 5
   세척The combined organic phases were washed with water and brine
6. 6
   건조dried over magnesium sulphate
7. 7
   여과filtered
8. 8
   농축concentrated to a white solid
9. 9
   기타The crude product was purified by column chromatography (SiO2)
10. 10
    세척eluting with 95:5 petrol/ethyl acetate

실험 절차

A solution of 3-fluoro-4-methoxyacetophenone (0.063 g, 0.377 mmol), O-(3-fluorobenzyl)hydroxylamine hydrochloride (0.100 g, 0.569 mmol) and pyridine (0.14 ml, 1.73 mmol) in ethanol (5 ml) was stirred at reflux under nitrogen for 4 h and cooled to room temperature. The solution was concentrated to a pale yellow oil which was diluted with water. The suspension was extracted with dichloromethane (×3). The combined organic phases were washed with water and brine, dried over magnesium sulphate, filtered and concentrated to a white solid. The crude product was purified by column chromatography (SiO2), eluting with 95:5 petrol/ethyl acetate, to give 3′-fluoro-4′-methoxyacetophenone-O-3-fluorobenzyloxime (CP9-126) as a white solid (0.099 g, 90%), m.p. 67°.

출처