Reaktion #1121718

ord-ebb2d69525ac483c93f0a1552252adff

Reaktionsgleichung

CC(=O)c1ccccc1
acetophenone
CC(C)(C)c1ccc(C(=O)Cl)cc1
4-tert-butylbenzoyl chloride
C=C(OC(=O)c1ccc(C(C)(C)C)cc1)c1ccccc1
1-phenylvinyl 4-tert-butylbenzoate
Ausbeute 57.0%

Lösungsmittel

Reaktionsbedingungen

Temperatur
100°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.WAITThe mixture was then left
  2. 2
    Temperaturto cool
  3. 3
    Extraktionextracted with dichloromethane
  4. 4
    TrocknenThe organic phase was dried over magnesium sulfate
  5. 5
    Sonstigethe solvent was removed under reduced pressure
  6. 6
    SonstigeA 2.12 g sample was purified by flash chromatography (hexane:dichloromethane 3:1)

Vorschrift

A mixture of 4.16 g (21.62 mmol) of acetophenone trimethylsilylenol, 4.33 g (22.01 mmol) of 4-tert-butylbenzoyl chloride and 136 mg of mercuric chloride was heated at 100° C. for 2 h. The mixture was then left to cool, water was added over the reaction crude and extracted with dichloromethane. The organic phase was dried over magnesium sulfate and the solvent was removed under reduced pressure. A 2.12 g sample was purified by flash chromatography (hexane:dichloromethane 3:1) giving 1.17 g of 1-phenylvinyl 4-tert-butylbenzoate. Yield 57%.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08545816B2uspto-grants-2013_10