تفاعل #46156

معادلة التفاعل

Diisopropylazodicarboxylate

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

4-(2-hydroxyethyl)morpholine

triphenylphosphine

→

title compound

المردود 128.4%

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

المردود 128.4%

المذيبات

benzene

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   غسيلThe reaction mixture was washed with saturated sodium chloride
2. 2
   استخلاصextracted with ethyl acetate
3. 3
   تجفيفThe organic layer was dried over anhydrous magnesium sulfate
4. 4
   تركيزconcentrated
5. 5
   أخرىthe resulting residue was purified by column chromatography (ethyl acetate)

الإجراء التجريبي

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.

المصدر