反応 #5304

ord-7cea9b0826894985a9e86e4b858b5be2

反応方程式

OCCc1ccccc1
phenethyl alcohol
BrCCCCCCBr
1,6-dibromohexane
[Na+].[OH-]
NaOH
BrCCCCCCOCCc1ccccc1
title compound
収率 55.7%
BrCCCCCCOCCc1ccccc1
[2-[(6-Bromohexyl)oxy]ethyl]benzene
収率 55.7%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度was heated at 65-70° for 4h
  2. 2
    その他The cooled reaction mixture
  3. 3
    抽出extracted with CX (2×300 ml)
  4. 4
    その他The dried extracts were evaporated in vacuo
  5. 5
    その他to give a yellow liquid which
  6. 6
    workup.DISTILLATIONwas purified by distillation under reduced pressure

実験手順

A mixture of phenethyl alcohol (20 g), 1,6-dibromohexane (195 g) and tetrabutylammonium bisulphate (3.0 g) in 50% w/v NaOH solution (100 ml) was heated at 65-70° for 4h. The cooled reaction mixture was poured into H2O (400 ml) and extracted with CX (2×300 ml). The dried extracts were evaporated in vacuo to give a yellow liquid which was purified by distillation under reduced pressure to give the title compound as a colourless liquid (26 g) b.p. 110°/0.1 mm. T.l.c. (EA) Rf 0.62.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05243076uspto-grants-1993_09