Methanol → 5-{N-[4-(4-methylstyryl)phenyl]-N-phenylamino}acenaphthene

Participants

Reaction Steps

20.96 g (0.06 mol) of 5-[N-(4-formylphenyl)-N-phenylamino]acenaphthene prepared in Preparation Example 1 and 17.44 g (0.072 mol) of diethyl 4-methylbenzyl phosphonate were dissolved in 300 ml of N,N-dimethylformamide, and 10.1 g (0.09 mol) of potassium-tert-butoxide was added thereto at room temperature for 20 minutes. After the addition, the resultant mixture was further stirred for 2 hours. The reaction was determined to be finished when disappearance of the formyl compound was identified. The reaction product was poured into 1500 ml of methanol at a temperature of 5° C. or lower, and 150 ml of water was further dropwise added thereto to precipitate a crystal, which was then filtrated, washed with methanol and dried to obtain 22.18 g (yield: 84.5%) of a crude crystal. 21.0 g of the crude crystal thus obtained was purified by column chromatography (carrier: silica gel, eluent: toluene/hexane=1/4) to obtain 17.85 g of (purification yield: 85.0%, melting point: 148.0°-149.0° C.) of 5-{N-[4-(4-methylstyryl)phenyl]-N-phenylamino}acenaphthene (Compound No. 4).

Provenance & Evidence