تفاعل #1671

ord-0ed0a908d15a48e6b829b90b094e3f19

معادلة التفاعل

CCOC(C)=O
ethyl acetate
Nc1ccc(Cl)cc1
4-chloroaniline
c1ccncc1
pyridine
O=C(Cl)C=Cc1ccccc1
cinnamoyl chloride
O=C(C=Cc1ccccc1)Nc1ccc(Cl)cc1
amide
O=C(C=Cc1ccccc1)Nc1ccc(Cl)cc1
N-(4-chlorophenyl)cinnamamide

الكواشف

لا شيء

المذيبات

ظروف التفاعل

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

المعالجة

  1. 1
    أخرىThe organic layer was separated
  2. 2
    استخلاصextracted with 5% aqueous HCl (3×250 ml), water (1×250 ml), 5% aqueous sodium bicarbonate (3×250 ml)
  3. 3
    تجفيفdried over anhydrous sodium sulfate
  4. 4
    أخرىevaporated

الإجراء التجريبي

To a mixture of 4-chloroaniline (16.2 g), toluene (120 ml), and pyridine (11 ml) at 0° C., cinnamoyl chloride (20.0 g) in 120 ml of toluene was added dropwise. After stirring 15 minutes at 0° C. the reaction mixture was poured into a mixture of ethyl acetate: water (250 ml:250 ml). The organic layer was separated and extracted with 5% aqueous HCl (3×250 ml), water (1×250 ml), 5% aqueous sodium bicarbonate (3×250 ml), dried over anhydrous sodium sulfate and evaporated yielding the amide as a white solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05726176uspto-grants-1998_03