Continuous Flow Approach for Benzylic Photo-oxidations Using Compressed Air

被引：2

作者：

Bannon, Ruairi ^{[1
]}

Morrison, Gary ^{[2
]}

Smyth, Megan ^{[2
]}

Moody, Thomas S. ^{[2
,3
]}

Wharry, Scott ^{[2
]}

Roth, Philippe M. C. ^{[4
]}

Gauron, Guillaume ^{[4
]}

Baumann, Marcus ^{[1
]}

机构：

[1] Univ Coll Dublin, Sci Ctr South, Sch Chem, Dublin D04 N2E5, Ireland

[2] Almac Sci, Technol Dept, Craigavon BT63 5QD, England

[3] Arran Chem Co, Roscommon N37 DN24, Ireland

[4] Corning SAS, Corning Reactor Technol, F-77215 Avon, France

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2024年 / 28卷 / 08期

基金：

爱尔兰科学基金会;

关键词：

photooxidation; continuous flow; gas-liquidsystem; aerobic oxidation; HYDROGEN-TRANSFER; ALCOHOLS; PHOTOCHEMISTRY; QUINONES; LIGHT;

D O I：

10.1021/acs.oprd.4c00213

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A continuous flow approach for the aerobic photo-oxidation of benzylic substrates to ketone and aldehyde products is presented. The resulting process exploits UV-A LEDs (375 nm) in combination with a Corning AFR reactor that ensures effective gas-liquid mixing and leads to short residence times of 1 min. A variety of benzylic substrates are converted to their corresponding carbonyl products, and scalability is demonstrated to produce multigram quantities of products within a few hours. Overall, this continuous flow approach offers several improvements over alternative oxidation methods due to the combined use of air as an oxidant and SAS (sodium anthraquinone-2 sulfonate) as a water-soluble photocatalyst. The use of greener and safer conditions together with process intensification principles renders this flow approach attractive for further industrial applications.

引用

页码：3307 / 3312

页数：6

共 50 条

[21] Analysis of the possibility of using high-speed pneumatic directional valves to regulate the flow of compressed air
Takosoglu, Jakub
EXPERIMENTAL FLUID MECHANICS 2018 (EFM18), 2019, 213
[22] DETERMINATION OF COMPRESSED-AIR FLOW IN STRATIFIED ANISOTROPIC SOILS USING THE BOUNDARY-ELEMENT METHOD
CHEN, ZS
MANG, H
ZEITSCHRIFT FUR ANGEWANDTE MATHEMATIK UND MECHANIK, 1991, 71 (06): : T599 - T602
[23] Photochemical benzylic bromination in continuous flow using BrCCl3 and its application to telescoped p-methoxybenzyl protection
Otake, Yuma
Williams, Jason D.
Rincon, Juan A.
de Frutos, Oscar
Mateos, Carlos
Kappe, C. Oliver
ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (06) : 1384 - 1388
[24] Continuous-flow selective aerobic oxidations using metal catalysts in SCCO2/peg biphasic systems.
Leitner, W
Houb, Z
Theyssenb, N
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 229 : U970 - U970
[25] Air Percolation Analysis for Multiphase Flow Using Volume of Fluid Approach
Bharath, M.
Rao, Raghunandan Amar
Fong, Alvin
Kantheti, Badari
SAE INTERNATIONAL JOURNAL OF AEROSPACE, 2021, 14 (01): : 95 - 113
[26] An Approach to Design a Wireless Air Flow Transmitter Using Flex Sensor
Mondal, Bikas
Ali, Sayyed Faizan
Mandal, Nirupama
IEEE SENSORS JOURNAL, 2021, 21 (09) : 10498 - 10505
[27] Research on the Air Traffic Flow Prediction Using a Deep Learning Approach
Liu, Hong
Lin, Yi
Chen, Zhengmao
Guo, Dongyue
Zhang, Jianwei
Jing, Hailong
IEEE ACCESS, 2019, 7 : 148019 - 148030
[28] Numerical simulation of a greenhouse coffee drying system using a continuous flow of hot air
Casas, Jose A.
Chavez, Julio
Oliden, Jose
Vinces, Leonardo
2022 IEEE ANDESCON, 2022, : 85 - 90
[29] Selective Oxidation of Benzylic sp3 C-H Bonds using Molecular Oxygen in a Continuous-Flow Microreactor
Yun, Lei
Zhao, Jingnan
Tang, Xiaofei
Ma, Cunfei
Yu, Zongyi
Meng, QingWei
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2021, 25 (07) : 1612 - 1618
[30] A continuous adjoint approach to design optimization in cavitating flow using a barotropic model
Boger, David A.
Paterson, Eric G.
COMPUTERS & FLUIDS, 2014, 101 : 155 - 169

← 1 2 3 4 5 →