Реакция #2823

Уравнение реакции

Morpholine

3-nitro-4-valeramidobenzoic acid

Dicyclohexylcarbodiimide

1-hydroxybenzotriazole

→

3-nitro-4-valeramidobenzoic acid morpholide

Растворители

tetrahydrofuran

Условия реакции

Обработка

1. 1
   workup.STIRRINGThe mixture was stirred for 16 hours
2. 2
   ДругоеAfter the insolubles were removed from the reaction solution
3. 3
   Концентрированиеthe solution was concentrated
4. 4
   Другоеdried
5. 5
   workup.DISSOLUTIONThe crude product was dissolved in chloroform
6. 6
   Другоеthe insolubles were removed
7. 7
   Другоеthe solution was purified by silica gel column chromatography (Kieselgel 60=400 g, chloroform/methanol=30/1)
8. 8
   Другоеto obtain the compound ([1]-(12)-1) (22.95 g) as yellow needle crystals

Методика

In tetrahydrofuran (800 ml), 3-nitro-4-valeramidobenzoic acid ([1]-(11)-1) (20.0 g) was dissolved. Dicyclohexylcarbodiimide (17.1 g) and 1-hydroxybenzotriazole (11.2 g) were added to the solution, and the mixture was stirred at room temperature for 15 minutes. Morpholine (7.27 g) was further added to the solution. The mixture was stirred for 16 hours. After the insolubles were removed from the reaction solution, the solution was concentrated and dried. The crude product was dissolved in chloroform, and the insolubles were removed, and the solution was purified by silica gel column chromatography (Kieselgel 60=400 g, chloroform/methanol=30/1) to obtain the compound ([1]-(12)-1) (22.95 g) as yellow needle crystals.

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