A scalable synthesis of meso-substituted dipyrromethanes

被引：321

作者：

Laha, JK ^{[1
]}

Dhanalekshmi, S ^{[1
]}

Taniguchi, M ^{[1
]}

Ambroise, A ^{[1
]}

Lindsey, JS ^{[1
]}

机构：

[1] N Carolina State Univ, Dept Chem, Raleigh, NC 27695 USA

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2003年 / 7卷 / 06期

关键词：

D O I：

10.1021/op034083q

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A one-flask synthesis of meso-substituted dipyrromethanes has been refined. The procedure entails reaction of an aldehyde in 100 equiv of pyrrole as the solvent containing a mild Lewis acid (e.g., InCl3) at room temperature. Following removal and recovery of excess pyrrole, the dipyrromethane is obtained by crystallization. The procedure generates minimal waste and does not require aqueous/organic extraction, chromatography, or distillation. The procedure has been scaled linearly to obtain >100 g of 5-phenyldipyrromethane. The utility of various analytical methods for characterizing dipyrromethanes has been investigated.

引用

页码：799 / 812

页数：14

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