反応 #2854

ord-fcd44485706940d6937ed2c6fbc98557

反応方程式

NC(=O)CCC(=O)NBr
N-bromosuccinamide
COCCOCOc1ccc(I)cc1CO
5-iodo-2-(2-methoxy-ethoxymethoxy)-benzyl alcohol
c1ccc(P(c2ccccc2)c2ccccc2)cc1
triphenylphospine
COCCOCOc1ccc(I)cc1CBr
5-Iodo-2-(2-methoxy-ethoxymethoxy)-benzyl bromide

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    workup.WAITAfter 20 min
  2. 2
    濃縮the solution is concentrated
  3. 3
    その他The crude product is purified by column chromatography
  4. 4
    洗浄eluting with EtOAc:CH2Cl2 :hexane (3:1:6)

実験手順

To a solution of 5-iodo-2-(2-methoxy-ethoxymethoxy)-benzyl alcohol (7.5 g, 22 mmol) in 60 mL of THF at 15° C. is added triphenylphospine (6.35 g, 24 mmol) followed by N-bromosuccinamide (4.3 g, 24 mmol). The solution is stirred for 5 min. The solution is allowed to warm to ambient temperature. After 20 min, the solution is concentrated. The crude product is purified by column chromatography eluting with EtOAc:CH2Cl2 :hexane (3:1:6).

出典

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