반응 #5313

ord-b66b5c858c9f4603b5c7693801f728e2

반응 방정식

COc1ccc(CCO)cc1
4-Methoxybenzeneethanol
BrCCCCCCBr
1,6-dibromohexane
[Na+].[OH-]
NaOH
COc1ccc(CCOCCCCCCBr)cc1
oil
COc1ccc(CCOCCCCCCBr)cc1
1-[2-[(6-Bromohexyl)oxy]ethyl]-4-methoxybenzene

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출extracted with ER (3×150 ml)
  2. 2
    세척the combined organic extracts were washed consecutively with H2O (125 ml), BR (125 ml)
  3. 3
    기타dried
  4. 4
    기타evaporated

실험 절차

4-Methoxybenzeneethanol (5.0 g) and 1,6-dibromohexane (23.7 g) were stirred rapidly at RT with tetra-n-butyl ammonium bisulphate (0.94 g) and 12.5 M aqueous NaOH (30 ml) for 16 h. The mixture was diluted with H2O (125 ml), extracted with ER (3×150 ml) and the combined organic extracts were washed consecutively with H2O (125 ml), BR (125 ml), dried and evaporated to give an oil (24.6 g). The oil was purified by [FCS] eluting with ER-CX (0:100→4:96) to give the title compound as a colourless oil (8.30 g). T.l.c. (CX-ER (40:1)) Rf 0.33.

출처

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