Reaktion #49711

ord-5bd9025ada774765b81d784d3b0ccf52

Reaktionsgleichung

COC(=O)c1ccc(O)cc1
methyl 4-hydroxybenzoate
CCCCCCCCCCCCCCCCCCBr
octadecylbromide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCCCCCCCCCCCCCCCCCOc1ccc(C(=O)OC)cc1
methyl 4-octadecyloxybenzoate
Ausbeute 45.4%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwas heated
  2. 2
    Temperaturat reflux for 16 hours
  3. 3
    SonstigeThe solvent was then removed until 125 ml of 2-butanone
  4. 4
    Sonstigehad been collected
  5. 5
    TemperaturWhile it was still warm
  6. 6
    workup.ADDITIONthe remaining material was poured into methanol (400 ml)
  7. 7
    FiltrationThe product was filtered
  8. 8
    Sonstigerecrystallized from 2000 ml of methanol

Vorschrift

A mixture containing methyl 4-hydroxybenzoate (45.6 g), octadecylbromide (100 g), and potassium carbonate (41.4 g) in 2-butanone (200 ml) was heated at reflux for 16 hours. The solvent was then removed until 125 ml of 2-butanone had been collected. While it was still warm, the remaining material was poured into methanol (400 ml). The product was filtered and recrystallized from 2000 ml of methanol to give methyl 4-octadecyloxybenzoate (55 g).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05424183uspto-grants-1995_06