Sodium hydride → HCID 54347404, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 5×10-3 moles of 4-(benzyloxy)benzaldehyde acetylhydrazone (1.34 g) in 5 ml of anhydrous DMF is added to 5×10-3 moles of sodium hydride (0.12 g) in suspension in 10 ml of anhydrous DMF. The reaction mixture is heated slowly on a water bath at 80° C. for 30 minutes. After cooling, a solution containing 0.85 g (5.1×10-3 moles) of methyl 3-bromopropionate in 5 ml of DMF is slowly added to the mixture. The latter is stirred for one hour at room temperature, then it is poured into 100 ml of ice-cold water. A product precipitates. After standing for 30 minutes, it is filtered, subjected to draining, at the end of which it is chromatographed on a MACHEREY-NAGEL silica gel 60 (0.04-0.063 ml) using a mixture of ethyl acetate and dichloromethane (1/9) as eluent. The oil obtained precipitates. The compound (I-a5) is slowly recrystallized from ether. Its melting point is 170° C. The reaction yield is 11%.

Provenance & Evidence