Reaktion #47805

ord-12735fdaa0834c919d6824b5a1075a62

Reaktionsgleichung

CCOC(=O)C1=C(c2ccccc2)c2ccc(OC)cc2C1=O
6-Methoxy-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester
[Cl][Mg][CH2]c1ccccc1
benzylmagnesium chloride
CCOC(=O)C1=C(c2ccccc2)c2ccc(OC)cc2C1(O)Cc1ccccc1
titled compound
Ausbeute 13.0%
CCOC(=O)C1=C(c2ccccc2)c2ccc(OC)cc2C1(O)Cc1ccccc1
1-benzyl-1-hydroxy-6-methoxy-3-phenyl-1H-indene-2-carboxylic Acid Ethyl Ester
Ausbeute 13.0%

Lösungsmittel

Reaktionsbedingungen

Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    WaschenThe resulting mixture washed with saturated saline
  2. 2
    Extraktionextracted with ethyl acetate
  3. 3
    SonstigeThe organic layer was separated
  4. 4
    Trocknendried over anhydrous MgSO4
  5. 5
    Einengenconcentrated under a reduced pressure
  6. 6
    SonstigeThe resulting residue was purified by flash chromatography

Vorschrift

6-Methoxy-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester (300 mg, 0.974 mmol) obtained in Example 1 was dissolved in THF and 1.2 equivalents of benzylmagnesium chloride were added thereto, followed by stirring for 3 hrs at 0° C. The resulting mixture washed with saturated saline and extracted with ethyl acetate. The organic layer was separated, dried over anhydrous MgSO4, and concentrated under a reduced pressure. The resulting residue was purified by flash chromatography to obtain 50 mg of the titled compound (yield: 13%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07745439B2uspto-grants-2010_06