反応 #46175

反応方程式

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

Triethylamine

cyclohexylamine

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

hydrochloric acid

→

title compound

収率 59.8%

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

収率 59.8%

溶媒

water

dichloromethane

反応条件

後処理

1. 1
   その他at 10° C
2. 2
   workup.WAITfollowed by additional 1 hour at 10° C
3. 3
   その他the reaction, pH
4. 4
   洗浄The mixture was washed with brine
5. 5
   抽出extracted with dichloromethane
6. 6
   乾燥The extract was dried over anhydrous sulfonate sulfate
7. 7
   濃縮concentrated
8. 8
   その他the resulting residue was purified by column chromatography (ethyl acetate:hexane=1:9˜2:8)

実験手順

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.

出典