反应 #1914864

ord-d88f201547e043bd9c108d4312166085

反应方程式

O=Cc1ccc2c(n1)NCCC2
5,6,7,8-tetrahydro-[1,8]naphthyridine-2-carbaldehyde
CCOC(=O)C=P(c1ccccc1)(c1ccccc1)c1ccccc1
(carbethoxymethylene)triphenylphosphorane
CCOC(=O)C=Cc1ccc2c(n1)NCCC2
4-8
CCOC(=O)C=Cc1ccc2c(n1)NCCC2
3-(5,6,7,8-Tetrahydro-[1,8]naphthyridin-2-yl)-acrylic acid ethyl ester

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度to reflux for 4 hours
  2. 2
    其他removal of the solvent
  3. 3
    其他the residue was chromatographed (silica gel, 50% EtOAc/hexanes)

实验过程

A solution of 5,6,7,8-tetrahydro-[1,8]naphthyridine-2-carbaldehyde (4-7, 2 g, 12.34 mmol) and (carbethoxymethylene)triphenylphosphorane (4.3 g, 12.34 mmol) in toluene (60 mL) was heated to reflux for 4 hours and stirred at ambient temperature for 12 hours. Following evaporative removal of the solvent, the residue was chromatographed (silica gel, 50% EtOAc/hexanes) to give 4-8 as a yellow solid.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07056909B2uspto-grants-2006_06