Synthesis of TRIP and Analysis of Phosphate Salt Impurities

被引：156

作者：

Klussmann, Martin ^{[1
]}

Ratjen, Lars ^{[1
]}

Hoffmann, Sebastian ^{[1
]}

Wakchaure, Vijay ^{[1
]}

Goddard, Richard ^{[1
]}

List, Benjamin ^{[1
]}

机构：

[1] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany

来源：

SYNLETT | 2010年 / 14期

关键词：

asymmetric catalysis; phosphates; imine hydrogenation; Bronsted acids; organocatalysis; CHIRAL BRONSTED ACID; ASYMMETRIC REDUCTIVE AMINATION; TRANSITION-METAL CATALYSIS; COUNTERANION-DIRECTED CATALYSIS; TRANSFER HYDROGENATION; PHOSPHORIC-ACID; ALDEHYDES; KETONES; EPOXIDATION; IMINES;

D O I：

10.1055/s-0030-1258505

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The chiral phosphoric acid TRIP, a useful Bronsted acid catalyst, easily becomes contaminated with metal impurities in the form of phosphate salts during synthesis. This significantly reduces the content of free acid in the product which can hamper the catalytic activity. Methods to easily judge whether TRIP contains mainly the free acid or phosphate salts are presented, using (1)H NMR spectroscopy or a simple pH test. An improved synthetic protocol for TRIP was established that reliably produces the free acid.

引用

页码：2189 / 2192

页数：4

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