反応 #1470439

ord-5a0dacec4ac64f00a0b4a398b5bbb49e

反応方程式

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
収率 80.2%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他solvents 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
    ろ過The precipitated product was filtered
  5. 5
    その他recrystallized from ethanol-water

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US06254853B1uspto-grants-2001_07