반응 #5309
ord-5c394360b9934f6ea34c45ca866ffcda
반응 방정식
(3-Bromopropyl)benzene
magnesium
NH4Cl
oxetane
→
title compound
수율 33.8%
Benzenehexanol
수율 33.8%
용매
반응 조건
상세 조건
See reaction.notes.procedure_details.
후처리
- 1온도to maintain gentle reflux
- 2온도at reflux for 16 h
- 3추출The mixture was extracted with ER (3×75 ml)
- 4추출the dried extract
- 5기타was evaporated
- 6기타to leave a yellow oil
- 7workup.DISTILLATIONDistillation of the oil
실험 절차
(3-Bromopropyl)benzene (20 g) in THF (75 ml) was added dropwise to magnesium (2.43 g) at a rate to maintain gentle reflux. The mixture was stirred for 2 h at RT and oxetane (10 g) was added dropwise. The resulting suspension was stirred at RT for 2h and at reflux for 16 h and poured into saturated aqueous NH4Cl (100 ml). The mixture was extracted with ER (3×75 ml) and the dried extract was evaporated to leave a yellow oil. Distillation of the oil gave the title compound as a colourless liquid (6.05 g) b.p. 100-105°/0.4 mmHg. T.l.c. [O] 0.3.