反应 #1519150

ord-baa79eb8954e4217a9cf27cd3e00b0b1

反应方程式

[BH4-].[Na+]
sodium borohydride
c1ccc2ncccc2c1
quinoline
CC(=O)O
acetic acid
CC(=O)N1CC=Cc2ccccc21
expected product
CC(=O)N1CC=Cc2ccccc21
1-Acetyl-1,2-dihydroquinoline

反应条件

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

后处理

  1. 1
    温度The mixture is then heated for 2 hours at 60° C.
  2. 2
    浓缩The mixture is concentrated
  3. 3
    workup.ADDITIONdiluted with water
  4. 4
    萃取extracted with ether
  5. 5
    洗涤The combined ethereal phases are washed with 1N hydrochloric acid

实验过程

23.43 g of sodium borohydride are introduced, in portions, into a solution of 20 g of quinoline in 200 ml of acetic acid and 77.5 ml of acetic anhydride, cooled to 0° C. The mixture is then heated for 2 hours at 60° C. and is stirred overnight at ambient temperature. The mixture is concentrated, diluted with water, adjusted to pH=10 with sodium hydroxide solution and extracted with ether. The combined ethereal phases are washed with 1N hydrochloric acid and then at neutral pH and after conventional treatment the expected product is isolated.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07612061B2uspto-grants-2009_11