반응 #5314

ord-e69fe70ae7ca4200a4a1976a61404a61

반응 방정식

OCCc1ccc(F)cc1
4-Fluorobenzeneethanol
BrCCCCCBr
1,5-dibromopentane
[Na+].[OH-]
NaOH
Fc1ccc(CCOCCCCCBr)cc1
title compound
Fc1ccc(CCOCCCCCBr)cc1
1-[2-[(5-Bromopentyl)oxy]ethyl]-4-fluorobenzene

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출extracted with ER (3×200 ml)
  2. 2
    기타the combined organic extracts were evaporated
  3. 3
    기타The residual oil was purified by [FCS]
  4. 4
    세척eluting with CX-ER (100:0→100:6)

실험 절차

4-Fluorobenzeneethanol (10.0 g), 1,5-dibromopentane (29 ml), tetra-n-butylammonium hydrogen sulphate (3.2 g, 9 mmol), and aqueous 12.5 M NaOH (109 ml) were stirred vigorously at RT overnight. The mixture was diluted with H2O (400 ml), extracted with ER (3×200 ml), and the combined organic extracts were evaporated. The residual oil was purified by [FCS] eluting with CX-ER (100:0→100:6), to give the title compound as a colourless oil (14.37 g). T.l.c. (ER-CX, 19:1) Rf 0.22.

출처

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