反応 #46156

反応方程式

Diisopropylazodicarboxylate

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

4-(2-hydroxyethyl)morpholine

triphenylphosphine

→

title compound

収率 128.4%

3-phenyl-6-(2-morpholine-4-ylethoxy)-1-oxo-1H-indene-2-carboxylate ethyl ester

収率 128.4%

溶媒

benzene

tetrahydrofuran

反応条件

後処理

1. 1
   洗浄The reaction mixture was washed with saturated sodium chloride
2. 2
   抽出extracted with ethyl acetate
3. 3
   乾燥The organic layer was dried over anhydrous magnesium sulfate
4. 4
   濃縮concentrated
5. 5
   その他the resulting residue was purified by column chromatography (ethyl acetate)

実験手順

6-Hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylate ethyl ester [compound of formula (II)] (10.90 g, 26.75 mmol) prepared in Step 4 of Example 1 was dissolved in tetrahydrofuran:benzene (270 ml:90 ml). Then, 4-(2-hydroxyethyl)morpholine (5.83 g, 44.45 mmol) and triphenylphosphine (11.66 g, 44.45 mmol) were added thereto. Diisopropylazodicarboxylate (8.99 g, 44.45 mmol) was added dropwise to the mixture at 0° C., and stirred for 2 hours at room temperature. The reaction mixture was washed with saturated sodium chloride and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, concentrated, and the resulting residue was purified by column chromatography (ethyl acetate) to obtain the title compound (14 g, yield 93%) as a red solid.

出典