Reaktion #47834

Reaktionsgleichung

diisopropyl azodicarboxilate

4-(2-hydroxyethyl)morpholine

triphenylphosphine

6-Hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylic acid cyclohexylamide

6-hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylic Acid Cyclohexylamide

→

titled compound

Ausbeute 88.3%

6-(2-morpholine-4-ylethoxy)-1-oxo-3-phenyl-1H-indene-2-carboxylic Acid Cyclohexylamide

Ausbeute 88.3%

Lösungsmittel

tetrahydropyran benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe resulting mixture washed with saturated saline
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
   SonstigeThe resulting residue was purified by flash chromatography

Vorschrift

6-Hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylic acid cyclohexylamide (141 mg, 0.41 mmol) obtained in Step 3 was dissolved in tetrahydropyran/benzene (3 mL/2 mL), and 4-(2-hydroxyethyl)morpholine (99 μl, 0.82 mmol) and triphenylphosphine (215 mg, 0.82 mmol) were added thereto. Then, diisopropyl azodicarboxilate (149 μl, 0.82 mmol) was added slowly thereto at 0° C., and stirred for 2 hrs at RT. 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 165 mg of the titled compound (yield: 88.3%).

Quelle