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5.7 Experimental:
5.7.1 Preparation of 1-phenylbutane-1,3-dione
Cool peaces of freshly prepared sodium methoxide (6 gm) at 0 o C using ice cold
water. To that added ethyl acetate (100 ml) slowly and stirred at 0 o C for 10 min. to
that solution added acetophenone (30 ml) drop wise over 45 min and stirred for
another 12 hrs. After completion of reaction filtered the reaction mass, washed with
diethyl ether and dried in rotavap. After that dissolved the crude product in to water
and filter it to removed unwanted crude material. To that filtrate added gl. acetic acid
to set Ph 3. Solid formed was filtered and dried to give titled compound as white
powder (mp. 61 o C).
5.7.2 Synthesis of 3,5-Dibenzoyl-4-(3-methoxyphenyl)-1,4-dihydro-2,6-dimethyl
pyridine(DP-7)
To a solution of 1-phenylbutane-1,3-dione (20mmol) in dry methanol (25ml), 3phenoxybenzaldehyde
(10mmol) and ammonium carbonate (1.5g) was added and the
reaction mixture was refluxed for 18hrs with vigorous stirring. After completion of
the reaction, reaction mixture was cooled to RT and was poured on to ice-water
mixture (100ml) and extracted with dichloromethane (2 x 100ml). The organic
extracts were combined and dried over sodium sulfate and the solvent was removed at
reduced pressure. The residue was subjected to the column chromatography (silica
gel; Hexane-Ethyl acetate, 5:5 v/v) to give titled compound as light yellow crystals
(M.P. 190-192°C).
5.8 Characterization
3,5-Dibenzoyl-4-(3-methoxyphenyl)-1,4-dihydro-2,6-dimethyl pyridine(DP-7)
Ph
O
N
H
O Ph
O
Ph