반응 #5315

ord-b8644227ad934494a702894e391ecfb3

반응 방정식

COc1ccc(CCCO)cc1
4-Methoxybenzenepropanol
BrCCCCCBr
1,5 dibromopentane
[Na+].[OH-]
NaOH
COc1ccc(CCCOCCCCCBr)cc1
oil
COc1ccc(CCCOCCCCCBr)cc1
1-[3-[(5-Bromopentyl)oxy]propyl]-4-methoxybenzene

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출extracted with ER (3×20 ml)
  2. 2
    세척the combined organic extracts were washed consecutively with H2O (170 ml) and BR (170 ml)
  3. 3
    기타dried
  4. 4
    기타evaporated

실험 절차

4-Methoxybenzenepropanol (7.5 g) and 1,5 dibromopentane (30.5 g) were stirred rapidly at RT with tetra-n-butylammonium bisulphate (1.02 g) and 12.5 M aqueous NaOH (36 ml) for 16 h. The mixture was diluted with H2O (170 ml), extracted with ER (3×20 ml) and the combined organic extracts were washed consecutively with H2O (170 ml) and BR (170 ml), dried and evaporated to give an oil (34.8 g). The oil was purified by [FCS] eluting with ER-CX (0:100→4:96) to give the title compound as a colourless oil (8.83 g). T.l.c. (CX-ER 79:1) Rf 0.1.

출처

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