反応 #809571

ord-ca76bde0cb40461d8e95875824b57361

反応方程式

O=C([O-])O.[Na+]
sodium bicarbonate
OCCCCCCCCO
octane-1,8-diol
Br
hydrobromic acid
O
water
OCCCCCCCCBr
title compound
OCCCCCCCCBr
8-Bromooctan-1-ol

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    抽出extracted with ethyl acetate
  2. 2
    洗浄The organic phase was washed with saturated, aqueous sodium chloride solution
  3. 3
    その他dried on sodium sulfate
  4. 4
    ろ過filtered
  5. 5
    濃縮concentrated by evaporation in a vacuum

実験手順

25 g of octane-1,8-diol was boiled in 250 ml of cyclohexane with 22.6 ml of 47% aqueous hydrobromic acid for six hours in a water separator. The reaction mixture was then poured onto saturated aqueous sodium bicarbonate solution and extracted with ethyl acetate. The organic phase was washed with saturated, aqueous sodium chloride solution, dried on sodium sulfate, filtered and concentrated by evaporation in a vacuum. Column chromatography on silica gel with a mixture that consists of hexane/ethyl acetate yielded 21.6 g of the title compound as a yellowish oil.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07138421B2uspto-grants-2006_11