1286
A.R. Pourali, F. Fatemi / Chinese Chemical Letters 21 (2010) 1283–1286
In conclusion, this method is a selective, efficient and convenient method for producing nitrophenols especially 2-
nitrophenols. Easy work-up, high yields, mild and non-oxidizing conditions are other advantages of this method.
1
. Experimental
Chemicals were purchased from Merck chemical company. The progress of the reaction was monitored by thin-
layer chromatography on commercial Merck precoated TLC plates (silica gel 60 F254) and GLC on a Varian CP-3800
instrument. Melting points were determined by using open capillary tubes with a Buchi 510 apparatus and corrected.
FT-IR spectra were recorded on a Perkin Elmer RXI spectrometer.
A solution of Bi(NO ) .5H O (4.85 g, 0.01 mol) in H O (60 mL) was stirred at 58 8C for 1 h. During this time, pH
3
3
2
2
of solution was adjusted at neutral pH by adding a dilute aqueous sodium bicarbonate solution. Then the mixture was
filtered and washed several times by hot water. After drying, bismuth subnitrate [Bi O(OH) (NO ) ] was obtained as a
5
9
3 4
white pure solid (2.85 g, 2 mmol). Then 6 g activated charcoal was powdered with bismuth subnitrate (2.85 g) in a
mortar. Each 1 g of bismuth subnitrate/charcoal contains 0.225 mmol bismuth subnitrate.
Phenol (0.094 g, 1 mmol) was added to a suspension of bismuth subnitrate/charcoal (1.32 g) and
trichloroisocyanuric acid (0.279 g, 1.2 mmol) in CH Cl (20 mL). After magnetic stirring for 1 h, the mixture
was filtered and the solvent was evaporated. Purification of crude product by column chromatography on silica gel
2
2
yields 0.122 g (88%) ortho-nitrophenol, mp 44–46 8C (Ref. [29] mp 46 8C).
Acknowledgment
Financial support by DUBS Research Council is gratefully acknowledged.
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