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33. The reagent was prepared by the combination of phos-
phorus pentoxide (3 g) and alumina (Al2O3, acidic, 3 g)
were mixed for 10 min in a sealed round-bottomed flask
until a fine and homogenous powder was obtained. This
reagent was heated in an oven at 120 °C for 1 h and then
stored in a sealed flask for later use. General procedure for
the preparation of gem-diacetates: To a stirred solution of
respective aldehyde (2 mmol) in freshly distilled acetic
anhydride (0.48 mL) was added P2O5/Al2O3 (0.1 g,
15 mol %) and the reaction mixture was stirred at room
temperature for the time specified in Table 2. The reaction
was followed by TLC (n-hexane–EtOAc, 9:1). After
completion of the reaction, the mixture was diluted with
ethyl acetate and filtered. The organic layer was washed
with 10% NaHCO3 solution and saturated solution of
NaHSO3 and then dried over anhydrous Na2SO4. The
solvent was evaporated under reduced pressure to give the
corresponding pure products.
34. Typical procedure for the competitive reactions: To a stirred
solution of benzaldehyde (1 mmol), 4-nitroacetophenone
(1 mmol) and acetic anhydride (1 mmol) in acetonitrile
(1 mL) was added P2O5/Al2O3 (0.05 g) and the reaction
mixture stirred at room temperature for 60 min. The
reaction was followed by GC and TLC (n-hexane–EtOAc,
9:1). After completion of the reaction, the mixture was
diluted with ethyl acetate and filtered. The organic layer
was washed with 10% NaHCO3 solution and saturated
solution of NaHSO3 and then dried over anhydrous
Na2SO4. The solvent was evaporated under reduced
pressure and the product purified by column chromato-
graphy on silica gel to give 1,1-diacetoxy-1-phenylmethane
in 72%. In this reaction 4-nitroacetophenone was intact.
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