Reaktion #49719

ord-35071c50779c4899a02973d4e3f1bba9

Reaktionsgleichung

O=C(O)c1ccc(OCCCCO)cc1
4-(4-Hydroxybutoxy)benzoic acid
C=C(C)C(=O)O
methacrylic acid
C=C(C)C(=O)OCCCCOc1ccc(C(=O)O)cc1
4-(4-methacryloxybutoxy)benzoic acid

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeChem 183, 2311 (1982) to give an oil which
  2. 2
    Sonstigewas precipitated into water
  3. 3
    Filtrationfiltered
  4. 4
    Sonstigedried
  5. 5
    Sonstigerecrystallized from 2-propanol

Vorschrift

4-(4-Hydroxybutoxy)benzoic acid (prepared by the method of Whitcombe et al., Polymer Comm., 32, 380-381 (1991)) was esterified with methacrylic acid by the method described in Portugall et al., Makromol. Chem 183, 2311 (1982) to give an oil which was precipitated into water, filtered, dried and recrystallized from 2-propanol to give 4-(4-methacryloxybutoxy)benzoic acid, melting point 103°-106° C. acid was converted to the desired acid chloride by the method described in the aforementioned Portugall et al. paper; the acid chloride was obtained as a clear, colorless oil, which was recrystallized from dry hexanes to give the final product (84% yield) as fluffy white needles, melting point 30°-31° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05424268uspto-grants-1995_06