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Purification of [ 11 C]nitromethane for use in asymmetric nitroaldol reactions
Author(s) -
Gustavsson Sven Åke,
Kato Koichi,
Långström Bengt
Publication year - 2003
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.787
Subject(s) - nitromethane , chemistry , nitroaldol reaction , yield (engineering) , propionaldehyde , catalysis , enantiomeric excess , nitroethane , medicinal chemistry , organic chemistry , enantioselective synthesis , nuclear chemistry , aldehyde , materials science , metallurgy
[ 11 C]Nitromethane was prepared by modifying previously published procedures. Nitrogen oxides contaminating the [ 11 C]nitromethane were removed by a heated sodium carbonate plug. An asymmetric nitroaldol reaction was performed using a lanthanum–lithium–( R )‐binol (LLB) complex as catalyst. 1‐Nitro‐4‐phenylbutan‐2‐ol was produced in a reaction between [ 11 C]nitromethane and 3‐phenyl‐propionaldehyde in 16% enantiomeric excess (e.e.) and a radiochemical yield of 23%. Copyright © 2003 John Wiley & Sons, Ltd.