反応 #46153

反応方程式

6-Hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylate ethyl ester

3-phenylpropanol

triphenylphosphine

Diethyl azodicarboxylate

→

title compound

収率 85.0%

3-phenyl-6-(3-phenylpropyloxy)-1-oxo-1H-indene-2-carboxylate ethyl ester

収率 85.0%

溶媒

tetrahydrofuran

tetrahydrofuran

反応条件

後処理

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   その他at 0° C
3. 3
   洗浄the mixture was washed with brine
4. 4
   抽出extracted with ethyl acetate
5. 5
   乾燥the extract was dried over anhydrous magnesium sulfate
6. 6
   濃縮the concentrated under a reduced pressure
7. 7
   その他the residue was purified by silica gel column chromatography (diethyl ether:hexane=1:10)

実験手順

6-Hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylate ethyl ester (1.7 g, 6.07 mmol), 3-phenylpropanol (1.65 g, 12.14 mmol) and triphenylphosphine (3.18 g, 12.14 mmol) were dissolved in tetrahydrofuran (100 ml). Diethyl azodicarboxylate (2 ml, 12.14 mmol) dissolved in tetrahydrofuran (20 ml) was added dropwise thereto at 0° C. After stirring for 6 hours at room temperature, the mixture was washed with brine, extracted with ethyl acetate, the extract was dried over anhydrous magnesium sulfate, the concentrated under a reduced pressure, and the residue was purified by silica gel column chromatography (diethyl ether:hexane=1:10) to obtain the title compound (yield 85%) as a dark red solid.

出典