反応 #1552056

ord-f425b498168f4341b45de38d74c006ef

反応方程式

C=CCOc1ccc([N+](=O)[O-])c(CO)c1
5-allyloxy-2-nitrobenzyl alcohol
O=C(OO)c1cccc(Cl)c1
m-chloroperoxybenzoic acid
O=[N+]([O-])c1ccc(OCC2CO2)cc1CO
5-glycidyloxy-2-nitrobenzyl alcohol

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他peaks disappeared from the 1H-NMR spectrum (approximately 48 hours)
  2. 2
    洗浄The reaction was then washed with aqueous sodium carbonate twice
  3. 3
    乾燥water three times and then dried over sodium sulfate
  4. 4
    その他The solvent was partially removed by rotary evaporation
  5. 5
    workup.ADDITIONpoured into hexanes
  6. 6
    その他to precipitate the product
  7. 7
    ろ過The resulting solid was collected by suction filtration
  8. 8
    その他was used in the next step without further purification

実験手順

5-allyloxy-2-nitrobenzyl alcohol (7.3 g, 35 mmol) and m-chloroperoxybenzoic acid (77 wt. %, 9.4 g, 42 mmol) were dissolved in dichloromethane and refluxed until the allyl peaks disappeared from the 1H-NMR spectrum (approximately 48 hours). The reaction was then washed with aqueous sodium carbonate twice, water three times and then dried over sodium sulfate. The solvent was partially removed by rotary evaporation and then poured into hexanes to precipitate the product. The resulting solid was collected by suction filtration and was used in the next step without further purification.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08999623B2uspto-grants-2015_04