反応 #47223

反応方程式

p-pentadecanoxybenzaldehyde

p-xylylenebis(triphenylphosphonium bromide)

→

1,4-bis(4′-pentadecanoxystyryl)benzene

収率 92.9%

溶媒

methanol

反応条件

後処理

1. 1
   workup.ADDITION6.87 g (35.6 mM) of 28 wt % methylate was added
2. 2
   その他dropwise at room temperature
3. 3
   その他(25° C.)
4. 4
   その他Methanol was removed by evaporation, and 200 ml of water
5. 5
   workup.ADDITIONwas added to the residue
6. 6
   その他The precipitate thus formed
7. 7
   ろ過was collected by filtration
8. 8
   洗浄washed with water and acetone
9. 9
   その他dried

実験手順

In a 30 ml four-necked flask, 7.87 g (23.7 mM) of the p-pentadecanoxybenzaldehyde synthesized above and 8.65 g (11.0 mM) of p-xylylenebis(triphenylphosphonium bromide) were suspended in 100 ml of methanol, and 6.87 g (35.6 mM) of 28 wt % methylate was added thereto dropwise at room temperature (25° C.). The mixture was aged at a refluxing temperature of 65° C. for 3 hours. Methanol was removed by evaporation, and 200 ml of water was added to the residue, followed by stirring. The precipitate thus formed was collected by filtration, washed with water and acetone, and dried to give 7.49 g of a 1,4-bis(4′-pentadecanoxystyryl)benzene isomeric mixture (compound (1a)). The 1H-NMR data for identification were as follows.

出典