Reaction #47808

Reaction equation

1-Oxo-3-phenyl-6-(3-phenyl-propoxy)-1H-indene-2-carboxylic acid ethyl ester

1-oxo-3-phenyl-6-(3-phenylpropoxy)-1H-indene-2-carboxylic Acid Ethyl Ester

phenylmagnesium chloride

→

titled compound

Yield 113.9%

1-hydroxy-1,3-diphenyl-6-(3-phenyl-propoxy)-1H-indene-2-carboxylic Acid Ethyl Ester

Yield 113.9%

Solvents

THF

Conditions

Workup

1. 1
   WashThe resulting mixture washed with saturated saline
2. 2
   Extractionextracted with ethyl acetate
3. 3
   OtherThe organic layer was separated
4. 4
   Dryingdried over anhydrous MgSO4
5. 5
   Concentrationconcentrated under a reduced pressure
6. 6
   OtherThe resulting residue was purified by flash chromatography

Procedure

1-Oxo-3-phenyl-6-(3-phenyl-propoxy)-1H-indene-2-carboxylic acid ethyl ester (350 mg, 0.85 mmol) obtained in Step 1 was dissolved in THF, and phenylmagnesium chloride (0.064 mL, 0.93 mmol) was added thereto, followed by stirring for 1 hr 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 475 mg of the titled compound (yield: 100%).

Source