1164
G.R. Najafi / Chinese Chemical Letters 21 (2010) 1162–1164
Table 2
Reuse of the catalyst for oxidation of benzyl alcohol.
Run
Yield (%)
1
2
3
99
99
97
To a solution of 1 mmol alcohol in 10 mL DMF, 1 g catalyst was added. The reaction mixture was stirred at 60 8C
and about 2.5 mL H2O2 were added dropwise by the time indicated in Table 1. For example in deoximation of benzyl
alcohol about 2.5 mL H2O2 were added gradually interim 5 h. The reaction progress was monitored by TLC (eluent: n-
hexan:ethylacetate = 7:3).
The reaction mixture was cooled to room temperature and then filtrated to recover the catalyst. The filtrate was
extracted with toluene/H2O (15 mL/15 mL). The organic layer was dried over Na2SO4 and the solvent was then
evaporated and the product purified by column chromatography over silica gel (eluent: n-hexane:ethylacetate = 7:3).
Acknowledgment
This work financially supported by the Islamic Azad University, Qom Branch.
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[15] 1H NMR (300 MHz, CDCl3) for selected compounds, Benzaldehyde: 9.8 (s, 1H), 7.4–7.8 (m, 5H), 4-methoxy-benzaldehyde: 9.9 (s, 1H), 7.8
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2H), 7.3–7.5 (m, 4H).