تفاعل #1379895

ord-175dfcd48372445b9432998d273d61af

معادلة التفاعل

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

الكواشف

لا شيء

ظروف التفاعل

درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىthe layers were separated
  2. 2
    غسيلThe organic solution was washed with diluted hydrochloric acid
  3. 3
    تجفيفThe organic layer was dried over magnesium sulfate
  4. 4
    ترشيحfiltered
  5. 5
    أخرىthe solvent removed under reduced pressure
  6. 6
    أخرىThe residue was purified by flash chromatography
  7. 7
    workup.ADDITIONa mixture of hexane and ethyl acetate
  8. 8
    أخرىThe purification

الإجراء التجريبي

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).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07238339B2uspto-grants-2007_07