Development of a Horizontal Dynamically Mixed Flow Reactor for Laboratory Scale-Up of Photochemical Wohl-Ziegler Bromination

被引：8

作者：

Pratley, Cassie ^{[1
,2
]}

Shaalan, Youssef ^{[1
,2
]}

Boulton, Lee ^{[1
]}

Jamieson, Craig ^{[2
]}

Murphy, John A. ^{[2
]}

Edwards, Lee J. ^{[1
]}

机构：

[1] GSK, Drug Subst Dev, Stevenage SG1 5NY, England

[2] Univ Strathclyde, Dept Pure & Appl Chem, Glasgow G1 1XL, Scotland

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2023年 / 28卷 / 05期

关键词：

flow technologies; Taylor-Couette reactor flowsynthesis; photochemistry; radical chemistry; N-BROMOSUCCINIMIDE; TAYLOR-COUETTE; INDUSTRIAL APPLICATIONS; VORTEX REACTOR; LIGHT;

D O I：

10.1021/acs.oprd.3c00348

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Flow reactors with enhanced mixing are of interest to the pharmaceutical industry for a range of photochemical applications. Taylor-Couette (vortex, dynamically mixed) reactors have been reported to have intensified mixing and have been used with heterogeneous systems. Our photochemical workflow has previously been demonstrated for the development of a photochemical Wohl-Ziegler process and scale-up in flow using a plug flow reactor (PFR). In this work, a 20 mL dynamically mixed Autichem, Ltd. prototype photochemical DART reactor (Taylor-Couette reactor) was paired with four custom Kessil PR160L 400 nm lamps. The reactor was evaluated as a 500 g scale-up option for the bromination of ethyl 4-methylbenzoate. Herein we describe our workflow moving from a Pacer International Photochemistry LED Illuminator (HTS system) to the photochemical DART reactor in the scale-up of the synthesis of ethyl 4-(bromomethyl)benzoate via a radical bromination process.

引用

页码：1725 / 1733

页数：9