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3 (3 mmol) in an 80 mL vessel, when heated by microwave irradiation on one hand and conventional heating in a preheated oil bath (oil-bath temperature: 220 °C) on the other hand. It is clear that the mixture reaches the set temperature of 200 °C considerably faster in the case of microwave heating. For an experimental set-up to compare reactions under conventional (oil bath) and microwave heating, see: Hostyn, S.; Maes, B. U. W.; Van Baelen, G.; Gulevskaya, A.; Meyers, C.; Smits, K. Tetrahedron 2006, 62, 4676.
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note
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4, evaporated to dryness and purified via flash column chromatography on silica gel.
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33845644390
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note
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It was not possible to reach 200 °C when DME was used as the solvent. At a temperature of 193 °C the autogenic pressure rose to the maximum allowed value of 200 psi. The safety settings of the microwave apparatus stopped microwave irradiation of the vessel. The reaction mixture was subsequently held at 193 °C not to exceed 200 psi. Figure 2 shows the heating profile. (graph presented)
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The isolation of unsubstituted phenanthrene and 3-methylphenanthrene was hampered by their volatility. It is possible that this also contributes to the lower yields obtained for these compounds.
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4, evaporated to dryness and purified by flash column chromatography on silica gel.
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35 122-123 °C).
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de Koning, C. B.; Michael, J. P.; Rousseau, A. L. J. Chem. Soc., Perkin Trans. 1 2000, 1705.
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De Koning, C.B.1
Michael, J.P.2
Rousseau, A.L.3
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