반응 #5312

반응 방정식

iodine

Oxetane

NH4Cl

4-bromo-1-fluorobenzene

magnesium

→

title compound

수율 51.6%

4-Flurobenzenepropanol

수율 51.6%

용매

THF

THF

반응 조건

후처리

1. 1
   온도the reaction mixture was heated
2. 2
   온도at reflux overnight
3. 3
   추출extracted with ER (2×150 ml)
4. 4
   건조dried (Na2SO4) extracts
5. 5
   기타were evaporated
6. 6
   기타The residual oil was purified by flash chromatography over silica gel (Merck 9285, 0.5 cm wide column)
7. 7
   세척eluting with ER- CX (1:5→1:3)
8. 8
   workup.DISTILLATIONThe resultant oil was further purified by distillation

실험 절차

A Grignard reagent was prepared from 4-bromo-1-fluorobenzene (8.0 g)., magnesium turnings (1.10 g), and iodine (one small crystal) in THF (40 ml). Oxetane (2.3 g) in THF (10 ml) was added at RT and the reaction mixture was heated at reflux overnight. The cooled solution was poured into aqueous saturated NH4Cl (100 ml), extracted with ER (2×150 ml) and the combined, dried (Na2SO4) extracts were evaporated. The residual oil was purified by flash chromatography over silica gel (Merck 9285, 0.5 cm wide column), eluting with ER- CX (1:5→1:3). The resultant oil was further purified by distillation to give the title compound (3.15 g) as a colourless oil, b.p. 150°/0.8 torr.

출처