Reaktion #1470439

ord-5a0dacec4ac64f00a0b4a398b5bbb49e

Reaktionsgleichung

O=C1CCC(=O)O1
Succinic anhydride
CC(C)c1cccc(C(C)C)c1O
2,6-diisopropylphenol
CC(C)c1cccc(C(C)C)c1OC(=O)CCC(=O)O
2,6-diisopropylphenyl hydrogen succinate
Ausbeute 80.2%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigesolvents were removed under vacuum
  2. 2
    workup.DISSOLUTIONThe residue was dissolved in water
  3. 3
    workup.ADDITIONadded to an iced solution of dilute hydrochloric acid
  4. 4
    FiltrationThe precipitated product was filtered
  5. 5
    Sonstigerecrystallized from ethanol-water

Vorschrift

Succinic anhydride (14 g, 140 mmol) and dimethylaminopyridine (0.02 g, 0.16 mmol) were added to a solution of 2,6-diisopropylphenol (20.8 ml, 112 mmol) in triethylamine (50 ml) under nitrogen. After 16 hr at room temperature, solvents were removed under vacuum. The residue was dissolved in water and added to an iced solution of dilute hydrochloric acid. The precipitated product was filtered and recrystallized from ethanol-water to yield 25.0 g (80.2% yield) of 2,6-diisopropylphenyl hydrogen succinate (propofol hemisuccinate), mp 101-102° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06254853B1uspto-grants-2001_07