反应 #1876816

ord-587fa6dd1dba43fda10d118c83fddfdf

反应方程式

CC(=O)Cl
acetylchloride
Nc1ccccc1C(=O)c1ccccc1
2-Aminobenzophenone
CCN(CC)CC
triethylamine
Clc1cc(-c2ccccc2)c2ccccc2n1
2-Chloro-4-phenylquinoline
CC(=O)Nc1ccccc1C(=O)c1ccccc1
2-acetamidobenzophenone

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 reaction mixture was then removed from ice
  2. 2
    workup.ADDITIONUpon the addition of 10% hydrochloric acid (84 mL)
  3. 3
    萃取extracted with ethyl acetate
  4. 4
    干燥dried with magnesium sulfate
  5. 5
    浓缩concentrated
  6. 6
    其他Purification by column chromatography (25% ethyl acetate/heptane)

实验过程

2-Chloro-4-phenylquinoline was prepared by the following method (Rxn-1). 2-Aminobenzophenone (21 g, 106.5 mmol) was dissolved in methylene chloride (213 mL) and triethylamine (22.3 mL, 159.8 mmol) was added slowly. After cooling to 0° C., acetylchloride (8.3 mL, 117.2 mmol) was added to the reaction mixture dropwise. The reaction mixture was then removed from ice and allowed to stir overnight. Upon the addition of 10% hydrochloric acid (84 mL), the aqueous layers were combined and extracted with ethyl acetate. The organic phases were combined, dried with magnesium sulfate, and concentrated. Purification by column chromatography (25% ethyl acetate/heptane) gave 2-acetamidobenzophenone.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07070868B2uspto-grants-2006_07