Development of a simple system for dehydrocondensation using solid-phase adsorption of a water-soluble dehydrocondensing reagent (DMT-MM).
It has been indicated that hydrophilic solid powder to which aqueous solution of a novel dehydrocondensing reagent DMT-MM is adsorbed becomes a simple solid-phase dehydrocondensing reagent of low cost. Reaction in a liquid--liquid biphasic system on the surface of a solid phase with a large area was accelerated by suspending this powder in a dichloromethane solution of a carboxylic acid and an amine to be condensed. The reaction was rapid with a high yield despite the heterogeneity of the system. Like general solid-phase reagents, a hydrophobic carboxamide alone could be isolated at a relatively high purity only by filtration of the resulting suspension of reaction mixture.
Watanabe
Yasunobu
Y
Faculty of Pharmaceutical Sciences, Kobe Gakuin University, Kobe, Japan.
Fuji
Takako
T
Hioki
Kazuhito
K
Tani
Shohei
S
Kunishima
Munetaka
M
D000327:Adsorption; D000577:Amides / Q000138:chemical synthesis*; D001596:Benzylamines / Q000737:chemistry; D007202:Indicators and Reagents / Q000737:chemistry; D009025:Morpholines / Q000737:chemistry*; D010666:Phenylpropionates / Q000737:chemistry; D011208:Powders; D012995:Solubility; D012997:Solvents / Q000737:chemistry
C467606:4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; D000577:Amides; D001596:Benzylamines; D007202:Indicators and Reagents; D009025:Morpholines; D010666:Phenylpropionates; D011208:Powders; D012997:Solvents; C035253:3-phenylpropionic acid; C030796:benzylamine