Reaktion #46156

Reaktionsgleichung

Diisopropylazodicarboxylate

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

4-(2-hydroxyethyl)morpholine

triphenylphosphine

→

title compound

Ausbeute 128.4%

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

Ausbeute 128.4%

Lösungsmittel

benzene

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe reaction mixture was washed with saturated sodium chloride
2. 2
   Extraktionextracted with ethyl acetate
3. 3
   TrocknenThe organic layer was dried over anhydrous magnesium sulfate
4. 4
   Einengenconcentrated
5. 5
   Sonstigethe resulting residue was purified by column chromatography (ethyl acetate)

Vorschrift

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.

Quelle