反应 #1379895

ord-175dfcd48372445b9432998d273d61af

反应方程式

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

反应条件

温度
0°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

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

实验过程

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).

来源

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