Reaktion #1736046

ord-df2811c636024ec199a0bc5de9945e74

Reaktionsgleichung

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
Ausbeute 70.2%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04414216uspto-grants-1983_11