تفاعل #69389

ord-afef5ba57e84498ea85c596ad7f908ff

معادلة التفاعل

O=C(c1ccccc1)c1ccc(O)cc1
4-hydroxybenzophenone
O=C([O-])[O-].[K+].[K+]
potassium carbonate
C(OCC1CO1)C1CO1.C=CC(=O)OCCCCO
4-hydroxybutylacrylate glycidylether
C=CC(=O)OCCCCOCC(O)COc1ccc(C(=O)c2ccccc2)cc1
yellow oil
المردود 101.1%
C=CC(=O)OCCCCOCC(O)COc1ccc(C(=O)c2ccccc2)cc1
Acrylic acid 4-[3-(4-benzoyl-phenoxy)-2-hydroxy-propoxy]butyl ester
المردود 101.1%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwas heated to reflux
  2. 2
    درجة الحرارةat reflux temperature for 24 hours
  3. 3
    ترشيحfiltered
  4. 4
    أخرىto remove the undissolved potassium carbonate
  5. 5
    أخرىThe filtrate was evaporated under reduced pressure
  6. 6
    workup.ADDITIONThe residual oil was diluted with ethyl acetate (250 ml)
  7. 7
    استخلاصextracted with a mixture of an aqueous solution of sodium hydroxide (1N)
  8. 8
    workup.DISTILLATIONdistilled water (4/1)
  9. 9
    أخرىThe organic layer was separated
  10. 10
    تجفيفdried over MgSO4
  11. 11
    ترشيحfiltered
  12. 12
    أخرىevaporated

الإجراء التجريبي

A reaction mixture containing 4-hydroxybenzophenone (14.9 g, 75 mmol), acetonitrile (40 mL), potassium carbonate (7.8 g, 56.3 mmol) and 4-hydroxybutylacrylate glycidylether (7.5 g, 37.5 mmol) was heated to reflux. The mixture was allowed to stir at reflux temperature for 24 hours. The mixture was cooled to room temperature and filtered to remove the undissolved potassium carbonate. The filtrate was evaporated under reduced pressure. The residual oil was diluted with ethyl acetate (250 ml) and extracted with a mixture of an aqueous solution of sodium hydroxide (1N) and distilled water (4/1). The organic layer was separated, dried over MgSO4, filtered and evaporated to provide 15.1 g of a yellow oil. The product was purified on a SVP D40 Merck Np Column using dichloromethane/n-hexane (50/50) as eluent, to afford 5.5 g of a yellow oil.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08530510B2uspto-grants-2013_09