(2-chloro-3-nitrophenyl) methanol
10.0 g (49.61 mmol) of 2-chloro-3-nitrobenzoic acid in 50 ml of THF. While cooling in ice mixed with 104 ml of 1 M borane-THF complex and allowed to stir overnight at room temperature. At 0 ° C is carefully hydrolyzed with water. After completion evolution of gas with 500 ml of water is diluted, and the aqueous phase extracted three times with a total of 500 ml ethyl acetate. The organic phase is washed with saturated saline solution and dried over magnesium sulfate. Finally the solvent is removed under reduced pressure on a rotary evaporator. There are obtained 9.20 g (98% of theory) of the title compound.
Η-NMR (300 MHz, DMSO-d 6): δ = 7.89 (m, 2H), 7.62 (t, IH), (t, IH), 5.70, 4.67 (d, 2H).
HPLC: R t = 3.53 min (Method H) MS (ESIpos): + m / z = 205 (M + NH 4)
http://www.google.com/patents/EP1461335A1?cl=en
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