反応 #1379895

ord-175dfcd48372445b9432998d273d61af

反応方程式

C=CC(=O)Cl
acryloyl chloride
Cl.NOCc1ccccc1
O-benzyl hydroxylamine hydrochloride
O
Water
C=CC(=O)NOCc1ccccc1
N-benzyloxyacrylamide

反応条件

温度
0°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他the layers were separated
  2. 2
    洗浄The organic solution was washed with diluted hydrochloric acid
  3. 3
    乾燥The organic layer was dried over magnesium sulfate
  4. 4
    ろ過filtered
  5. 5
    その他the solvent removed under reduced pressure
  6. 6
    その他The residue was purified by flash chromatography
  7. 7
    workup.ADDITIONa mixture of hexane and ethyl acetate
  8. 8
    その他The purification

実験手順

A solution of acryloyl chloride dissolved in dry dichloromethane was cooled at 0° C. with an ice bath. A mixture of O-benzyl hydroxylamine hydrochloride (29) and N,N-diisopropylethylaamine in dry dichloromethane was added. Water was added and the layers were separated. The organic solution was washed with diluted hydrochloric acid, a saturated sodium bicarbonate solution, water, and brine. The organic layer was dried over magnesium sulfate, filtered, and the solvent removed under reduced pressure. The residue was purified by flash chromatography using a mixture of hexane and ethyl acetate. The purification gave N-benzyloxyacrylamide (30).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07238339B2uspto-grants-2007_07