Реакция #1951013

ord-28e86a10ab5f40e7a68ea9e22227d7fa

Уравнение реакции

CCCCCCCCCCCCCCCOc1ccc(C=O)cc1
p-pentadecanoxybenzaldehyde
[Br-].[Br-].c1ccc([P+](Cc2ccc(C[P+](c3ccccc3)(c3ccccc3)c3ccccc3)cc2)(c2ccccc2)c2ccccc2)cc1
p-xylylenebis(triphenylphosphonium bromide)
CCCCCCCCCCCCCCCOc1ccc(C=Cc2ccc(C=Cc3ccc(OCCCCCCCCCCCCCCC)cc3)cc2)cc1
1,4-bis(4′-pentadecanoxystyryl)benzene
Выход 92.9%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеA 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
    Другоеat room temperature
  4. 4
    Другое(25° C.)
  5. 5
    workup.DISTILLATIONMethanol was distilled out
  6. 6
    workup.ADDITION200 ml of water was added to the residue
  7. 7
    ФильтрацияSubsequently, the precipitate was filtrated
  8. 8
    ПромывкаThe resulting precipitate was further washed with water and acetone
  9. 9
    Другоеby drying

Методика

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)).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07625499B2uspto-grants-2009_12