Reaktion #1951013

ord-28e86a10ab5f40e7a68ea9e22227d7fa

Reaktionsgleichung

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
Ausbeute 92.9%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeA 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
    Sonstigeat room temperature
  4. 4
    Sonstige(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
    WaschenThe resulting precipitate was further washed with water and acetone
  9. 9
    Sonstigeby drying

Vorschrift

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)).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07625499B2uspto-grants-2009_12