Reaction #1951013

Reaction equation

p-pentadecanoxybenzaldehyde

p-xylylenebis(triphenylphosphonium bromide)

→

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

Yield 92.9%

Solvents

methanol

Conditions

Workup

1. 1
   OtherA 30-ml four-necked flask was used
2. 2
   workup.ADDITION6.87 g (35.6 mM) of 28-percent by weight methylate was dropped
3. 3
   Otherat room temperature
4. 4
   Other(25° C.)
5. 5
   workup.DISTILLATIONMethanol was distilled out
6. 6
   workup.ADDITION200 ml of water was added to the residue
7. 7
   FiltrationSubsequently, the precipitate was filtrated
8. 8
   WashThe resulting precipitate was further washed with water and acetone
9. 9
   Otherby drying

Procedure

A 30-ml four-necked flask was used, 7.87 g (23.7 mM) of p-pentadecanoxybenzaldehyde synthesized as described 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-percent by weight methylate was dropped thereto at room temperature (25° C.). Thereafter, aging was performed at a reflux temperature of 65° C. for 3 hours. Methanol was distilled out, and 200 ml of water was added to the residue, followed by agitation. Subsequently, the precipitate was filtrated. The resulting precipitate was further washed with water and acetone, followed by drying, so as to produce 7.49 g of 1,4-bis(4′-pentadecanoxystyryl)benzene isomer mixture (Compound (7)).

Source