Реакция #2832

Уравнение реакции

3-nitrobenzoic acid

1-hydroxybenzotriazole

1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride

morpholine

→

compound ( [13]-(132)-158 )

Выход 89.8%

3-nitrobenzoic acid morpholide

Выход 89.8%

Растворители

tetrahydrofuran

dichloromethane

chloroform

Условия реакции

Обработка

1. 1
   ПромывкаThe mixture was washed with 1N-HCl aqueous solution, 1N-NaOH aqueous solution
2. 2
   workup.DISTILLATIONdistilled water
3. 3
   СушкаThe organic layer was dried over anhydrous sodium sulfate
4. 4
   ДругоеThe solvent was evaporated under reduced pressure
5. 5
   Другоеthe residue was purified by silica gel column chromatography (Kieselgel 60=160 g, ethyl acetate)

Методика

In tetrahydrofuran (100 ml) and dichloromethane (100 ml), 3-nitrobenzoic acid (7.58 g) was dissolved. Then 1-hydroxybenzotriazole (6.74 g), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (9.57 g), and morpholine (9.47 g) were added to the solution. The mixture was stirred at room temperature overnight. After the reaction was completed, chloroform was added to the solution. The mixture was washed with 1N-HCl aqueous solution, 1N-NaOH aqueous solution, and distilled water. The organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (Kieselgel 60=160 g, ethyl acetate) to obtain the above-captioned compound ([13]-(132)-158) (9.62 g) as white crystals.

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