반응 #5309

ord-5c394360b9934f6ea34c45ca866ffcda

반응 방정식

BrCCCc1ccccc1
(3-Bromopropyl)benzene
[Mg]
magnesium
[Cl-].[NH4+]
NH4Cl
C1COC1
oxetane
OCCCCCCc1ccccc1
title compound
수율 33.8%
OCCCCCCc1ccccc1
Benzenehexanol
수율 33.8%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도to maintain gentle reflux
  2. 2
    온도at reflux for 16 h
  3. 3
    추출The mixture was extracted with ER (3×75 ml)
  4. 4
    추출the dried extract
  5. 5
    기타was evaporated
  6. 6
    기타to leave a yellow oil
  7. 7
    workup.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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05243076uspto-grants-1993_09