Survey of Solvent Usage in Papers Published in Organic Process Research & Development 1997-2012

被引:101
作者
Ashcroft, Christopher P. [1 ]
Dunn, Peter J. [2 ]
Hayler, John D. [3 ]
Wells, Andrew S. [4 ]
机构
[1] Pfizer Ltd, World Wide Res & Dev, Chem Res & Dev, Sandwich CT13 9NJ, Kent, England
[2] Pfizer Global Supply, Sandwich CT13 9NJ, Kent, England
[3] GlaxoSmithKline Med Res Ctr, Global API Chem, Stevenage SG1 2NY, Herts, England
[4] Charnwood Tech Consulting, Quorn LE12 8AT, Leics, England
关键词
SCALE SYNTHESIS; IONIC LIQUIDS; SELECTION; PERSPECTIVE; CHEMISTRY; WATER; SAFE;
D O I
10.1021/op500276u
中图分类号
O69 [应用化学];
学科分类号
070301 [无机化学];
摘要
A survey of solvent usage for papers published in Organic Process Research & Development has been carried out for the years 1997-2012. Three solvent categories were studied: (i) solvents of concern, (ii) dipolar aprotic solvents, and (id) neoteric solvents. In the analysis of dipolar aprotic solvent use it was found that nearly 50% of DMF/DMAc/NMP/DMSO usage is attributed to nucleophilic substitution reactions (mostly SNAr and S(N)2 reactions). Ideas on how to minimise the use of these four solvents in nucleophilic substitution reactions are presented, and it is hoped that these ideas will be adopted by chemists looking at S-N type reactions at all stages of development. The only neoteric solvent showing any significant use is 2-methyltetrahydrofuran; usage of this solvent grew rapidly during the survey period.
引用
收藏
页码:740 / 747
页数:8
相关论文
共 40 条
[1]
Green chemistry tools to influence a medicinal chemistry and research chemistry based organisation [J].
Alfonsi, Kim ;
Colberg, Juan ;
Dunn, Peter J. ;
Fevig, Thomas ;
Jennings, Sandra ;
Johnson, Timothy A. ;
Kleine, H. Peter ;
Knight, Craig ;
Nagy, Mark A. ;
Perry, David A. ;
Stefaniak, Mark .
GREEN CHEMISTRY, 2008, 10 (01) :31-36
[2]
[Anonymous], ACS GCI PHARM ROUNDT
[3]
Toxicological Assessment of 2-Methyltetrahydrofuran and Cyclopentyl Methyl Ether in Support of Their Use in Pharmaceutical Chemical Process Development [J].
Antonucci, Vincent ;
Coleman, John ;
Ferry, James B. ;
Johnson, Neil ;
Mathe, Michelle ;
Scott, Jeremy P. ;
Xu, Jing .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2011, 15 (04) :939-941
[4]
Selection of a Greener Set of Solvents Evenly Spread in the Hansen Space by Space-Filling Design [J].
Benazzouz, Adrien ;
Moity, Laurianne ;
Pierlot, Christel ;
Sergent, Michelle ;
Molinier, Valerie ;
Aubry, Jean-Marie .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2013, 52 (47) :16585-16597
[5]
Influence of anions on the toxic effects of ionic liquids to a phytoplankton Selenastrum capricornutum [J].
Cho, Chul-Woong ;
Pham, Thi Phuong Thuy ;
Jeon, You-Chul ;
Yun, Yeoung-Sang .
GREEN CHEMISTRY, 2008, 10 (01) :67-72
[6]
Clayden J., 2012, Organic Chemistry, V2, P344
[7]
Key green chemistry research areas - a perspective from pharmaceutical manufacturers [J].
Constable, David J. C. ;
Dunn, Peter J. ;
Hayler, John D. ;
Humphrey, Guy R. ;
Leazer, Johnnie L., Jr. ;
Linderman, Russell J. ;
Lorenz, Kurt ;
Manley, Julie ;
Pearlman, Bruce A. ;
Wells, Andrew ;
Zaks, Aleksey ;
Zhang, Tony Y. .
GREEN CHEMISTRY, 2007, 9 (05) :411-420
[8]
Perspective on solvent use in the pharmaceutical industry [J].
Constable, David J. C. ;
Jimenez-Gonzalez, Conchita ;
Henderson, Richard K. .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2007, 11 (01) :133-137
[9]
Process development of the PDE IV inhibitor 3-(cyclopentyloxy)-N-(3,5-dichloropyrid-4-yl)-4-methoxybenzamide [J].
Cook, DC ;
Jones, RH ;
Kabir, H ;
Lythgoe, DJ ;
McFarlane, IM ;
Pemberton, C ;
Thatcher, AA ;
Thompson, DM ;
Walton, JB .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 1998, 2 (03) :157-168
[10]
Dunn P., 2010, GREEN CHEM PHARM IND, DOI DOI 10.1002/9783527629688