反応 #2876

ord-01265d1ee5214b12aaf7fb783abeb10c

反応方程式

O=C1CCC(=O)N1Br
N-bromosuccinimide
OCc1cc(Br)ccc1F
5-bromo-2-fluoro-benzyl alcohol
c1ccc(P(c2ccccc2)c2ccccc2)cc1
triphenyl phosphine
Fc1ccc(Br)cc1CBr
title compound
収率 96.7%
Fc1ccc(Br)cc1CBr
5-Bromo-2-fluoro-benzyl bromide
収率 96.7%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The ice bath is removed
  2. 2
    その他The crude product is purified by column chromatography
  3. 3
    洗浄eluting with 5% EtOAc/hexanes

実験手順

To a solution of 5-bromo-2-fluoro-benzyl alcohol (3.10 g, 15.1 mmol) in 30 mL of THF at 10° C. is added triphenyl phosphine (4.10 g, 15.6 mmol) followed by N-bromosuccinimide (2.67 g, 15.0 mmol). The ice bath is removed and the resulting solution is stirred for 20 min at room temperature. The crude product is purified by column chromatography eluting with 5% EtOAc/hexanes to give the title compound (3.90 g, 14.5 mmol).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05731315uspto-grants-1998_03