Reaktion #47807

ord-eb586fb93bd04fb89fa2dcf248ee2585

Reaktionsgleichung

BrCCCc1ccccc1
1-bromo-3-phenyl propane
CCOC(=O)C1=C(c2ccccc2)c2ccc(O)cc2C1=O
6-Hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester
O=C([O-])[O-].[K+].[K+]
potassium carbonate
[I-].[Na+]
sodium iodide
CCOC(=O)C1=C(c2ccccc2)c2ccc(OCCCc3ccccc3)cc2C1=O
titled compound
Ausbeute 85.0%
CCOC(=O)C1=C(c2ccccc2)c2ccc(OCCCc3ccccc3)cc2C1=O
1-oxo-3-phenyl-6-(3-phenylpropoxy)-1H-indene-2-carboxylic Acid Ethyl Ester
Ausbeute 85.0%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    WaschenThe resulting mixture washed with saturated ammonium chloride
  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
    SonstigeThen, the resulting residue was purified by flash chromatography

Vorschrift

6-Hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester (2 g, 6.79 mmol) prepared in Preparation Example 2, potassium carbonate (1.40 g, 10.19 mmol) and sodium iodide (0.2 g, 1.39 mmol) were dissolved in N,N-dimethyl formamide, and 1-bromo-3-phenyl propane (2.066 ml, 13.592 mmol) was added thereto, followed by stirring for 8 hrs at room temperature. The resulting mixture washed with saturated ammonium chloride and extracted with ethyl acetate. The organic layer was separated, dried over anhydrous MgSO4, and concentrated under a reduced pressure. Then, the resulting residue was purified by flash chromatography to obtain 2.37 g of the titled compound (yield: 85%) as a dark red solid.

Quelle

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