반응 #70239

반응 방정식

3′-fluoro-4′-hydroxyacetophenone

O-(4-nitrobenzyl)hydroxylamine hydrochloride

pyridine

→

3′-fluoro-4′-hydroxyacetophenone-O-4-nitrobenzyloxime

용매

ethanol

반응 조건

후처리

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

실험 절차

A solution of 3′-fluoro-4′-hydroxyacetophenone (0.063 g, 0.411 mmol), O-(4-nitrobenzyl)hydroxylamine hydrochloride (0.100 g, 0.491 mmol) and pyridine (0.13 ml, 1.61 mmol) in ethanol (5 ml) was stirred at reflux under nitrogen for 5h and cooled to room temperature. The solution was concentrated to a pale yellow oil which was diluted with dichloromethane/water. The resultant mixture was extracted with dichloromethane (×3). The combined organic phases were washed with water and brine, dried over magnesium sulphate, filtered and concentrated to an off-white solid. The crude product was purified by column chromatography (SiO2), eluting with 8:2 petrol/ethyl acetate, to give a 3′-fluoro-4′-hydroxyacetophenone-O-4-nitrobenzyloxime (CP9-132) as light yellow solid (0.081 g, 65%),

출처