반응 #1736046

ord-df2811c636024ec199a0bc5de9945e74

반응 방정식

O=C1CCC(=O)N1Br
N-Bromosuccinimide
C=CCC(CO)c1ccccc1
2-phenyl-4-penten-1-ol
O
water
BrCC1CC(c2ccccc2)CO1
2-(bromomethyl)-4-phenyltetrahydrofuran
수율 70.2%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The chloroform layer is separated
  2. 2
    건조dried over magnesium sulfate
  3. 3
    workup.DISTILLATIONthe solvent is distilled off under reduced pressure
  4. 4
    기타The residue is purified by column chromatography on silica gel with chloroform eluant

실험 절차

N-Bromosuccinimide (1.78 g) is added to a stirred solution of 1.6 g of 2-phenyl-4-penten-1-ol in 15 ml of chloroform at room temperature. The resulting mixture is stirred at room temperature for 3 hours. The reaction mixture is then poured into 10 ml of water. The chloroform layer is separated and dried over magnesium sulfate, and the solvent is distilled off under reduced pressure. The residue is purified by column chromatography on silica gel with chloroform eluant to give 1.67 g of 2-(bromomethyl)-4-phenyltetrahydrofuran as colorless oil.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US04414216uspto-grants-1983_11