Synthesis of Acid Hydrazides from Carboxylic Acids in Continuous Flow

被引：2

作者：

Halloran, Matthew W. ^{[1
]}

Hudecek, Caitlin ^{[1
]}

Burkart, Michael D. ^{[1
]}

机构：

[1] Univ Calif San Diego, Dept Chem & Biochem, La Jolla, CA 92093 USA

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2023年 / 27卷 / 09期

关键词：

continuous flow; hydrazinolysis; hydrazide; carboxylic acid; HYDRAZINOLYSIS; METHANOLYSIS; DERIVATIVES; ESTERS;

D O I：

10.1021/acs.oprd.3c00216

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A concise methodology for the synthesis of acid hydrazides from carboxylic acids via a continuous flow process in yields ranging from 65 to 91% is described. Using short residence times of between 13 and 25 mins, the conditions proved amenable to a variety of mono- and diacids, including aliphatic, aromatic, and heteroaromatic functionalities. To demonstrate scalability, a large-scale (200 g) synthesis of azelaic dihydrazide was conducted over a continuous run of 9 h with an 86% overall yield, equating to a 22 g/h output.

引用

页码：1677 / 1683

页数：7

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