1068
R. Tayebee and M. H. Alizadeh
was filtered off and was washed with CH3COOK (0.1M). The white needle-like crystals of potassium
salt of the Preyssler’s anion were recrystallized from hot water.
The free acid was prepared by passage of a solution of 11.4g potassium salt in 20cm3 water
through a column (50ꢃ1 cm) of Dowex 50WX8 in the Hþ form. Evaporation of the elute to dryness in
vacuum resulted in H14[P5W30O110].
General Procedure for Acetylation of 1-Butanol with Ethyl Acetate Catalyzed by H3PMo12O40
To a stirred solution of H3PMo12O40 (0.03 g, 0.009 mmol) in ethyl acetate (4cm3, 40mmol), was added
1-butanol (0.18 cm3, 2 mmol) and the reaction mixture was allowed to stir at 65–70ꢂC for the required
time. Progress of the reaction was followed by aliquots withdrawn directly from the reaction mixture,
analyzed by gas chromatography using internal standard or by TLC using ethyl acetate hexane (1=5)
mixture as eluent. After completion of the reaction, ethyl acetate was removed under reduced pressure
and ether was added. Evaporation of the organic solution was followed by column chromatography on
a short pad of silica gel using petroleum ether as eluent to afford 1-butyl acetate as a liquid. The residue
on silica gel was washed with a mixture of water ethanol (1=1) to dissolve the catalyst. Thereafter, the
catalyst could be separated and reused several times after vacuum drying. However, the catalyst
activity was gradually declining in successive runs. The yield of 1-butyl acetate produced from the
reaction of 1-butanol with ethyl acetate promoted by the recovered H3PMo12O40 for three times
remained 90–92% and after six times was 75–78% under the reaction conditions described here.
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