Реакция #46175

Уравнение реакции

bis(2-oxo-3-oxazolidinyl)phosphinic chloride

Triethylamine

cyclohexylamine

3-Phenyl-6-(3-phenylpropyloxy)-1-oxo-1H-indene-2-carboxylate

hydrochloric acid

→

title compound

Выход 59.8%

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

Выход 59.8%

Растворители

water

dichloromethane

Условия реакции

Обработка

1. 1
   Другоеat 10° C
2. 2
   workup.WAITfollowed by additional 1 hour at 10° C
3. 3
   Другоеthe reaction, pH
4. 4
   ПромывкаThe mixture was washed with brine
5. 5
   Экстракцияextracted with dichloromethane
6. 6
   СушкаThe extract was dried over anhydrous sulfonate sulfate
7. 7
   Концентрированиеconcentrated
8. 8
   Другоеthe resulting residue was purified by column chromatography (ethyl acetate:hexane=1:9˜2:8)

Методика

3-Phenyl-6-(3-phenylpropyloxy)-1-oxo-1H-indene-2-carboxylate (200 mg, 0.52 mmol) was dissolved in dichloromethane (10 ml). Triethylamine (240 μl, 1.72 mmol) and cyclohexylamine (59 μl, 0.52 mmol) were added thereto at 10° C. Then, after adding bis(2-oxo-3-oxazolidinyl)phosphinic chloride (137 mg, 0.52 mmol), the reaction mixture was stirred for about 20 min at room temperature followed by additional 1 hour at 10° C. After the water was added thereto to complete the reaction, pH was adjusted to 1˜1.5 with 4N hydrochloric acid. The mixture was washed with brine, and extracted with dichloromethane. The extract was dried over anhydrous sulfonate sulfate, concentrated, and the resulting residue was purified by column chromatography (ethyl acetate:hexane=1:9˜2:8) to obtain the title compound (yield 59.8%) as a red solid.

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