J. Sarju et al. / Tetrahedron Letters 45 (2004) 7675–7677
7677
incomplete extraction. Overall, only a minimum of rea-
gents is used, and there is no need for a phase transfer
catalyst that complicates the work-up procedure. With
this in mind, the process is also economically and envi-
ronmentally acceptable.
M. Synth. Commun. 1996, 26, 4337–4341; (d) Khalaf-
Nezhad, A.; Hashemi, A. J. Chem. Res. 1999, 720–721.
. (a) Wang, J.-X.; Zhang, M.; Hu, Y. Synth. Commun. 1998,
28, 2407–2413; (b) Elder, J. W.; Holtz, K. M. In Organic
Chemistry Laboratory Manual; Svoronos, P., Sarlo, E.,
Kulawiec, R., Eds.; McGraw-Hill Science: Maidenhead
8
(
UK), 1994; pp 179–180.
. Bogdał, D.; Pielichowski, J.; Boro n´ , A. Synth. Commun.
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9
Acknowledgements
1
1
0. Typical procedure: A pyrex cylindrical reaction tube
TM
adapted to the Smith Creator (Personal Chemistry/
We are grateful to Personal Chemistry/Biotage for the
TM
provision of a Smith Creator microwave reactor and
the EPSRC for a studentship.
Biotage) was charged with formylphenol or cyanophenol
(
2 3
5mmol), anhydrous K CO (5mmol, 680mg), 2-haloeth-
ylmethyl ether (6mmol, 0.56mL of the bromo compound
or 15mmol, 1.37mL of the chloro compound), 1.5mL
methanol and a magnetic stirrer bar. The tube was
septum-sealed and irradiated with microwaves at the set
temperature and reaction time given in Table 1. The
temperature was measured by IR detection and main-
tained constant by modulated irradiation of 300–8W.
The reaction mixture was cooled to room temperature, the
solvent was evaporated under reduced pressure and the
solid residue extracted with hexane (3 · 50mL). After
evaporation of the solvent, TLC- and NMR-pure prod-
ucts were obtained whose analytical data are given in the
Supplementary data (Table S1).
Supplementary data
1
13
are given in Table S1 of the Supplementary data.
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