Réaction #44997

Équation de réaction

Monomethyl adipate

morpholine

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

triethylamine

→

methyl 6-morpholin-4-yl-6-oxohexanoate

Rendement 100.4%

Solvants

chloroform

Conditions de réaction

Traitement

1. 1
   Températurecooling
2. 2
   Extractionthe mixture is extracted with chloroform
3. 3
   LavageThe organic layer is washed with 10% hydrochloric acid, saturated aqueous sodium hydrogen carbonate solution and saturated brine successively
4. 4
   Séchagedried over sodium sulfate
5. 5
   AutreThe solvent is removed by evaporation under reduced pressure

Mode opératoire

Monomethyl adipate (3.20 g) is dissolved in chloroform (70 ml), and thereto are added morpholine (2.61 g), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (5.75 g) and triethylamine (3.04 g) under ice-cooling. The mixture is then stirred at room temperature for 19 hours. Ice-water is added to the reaction solution and the mixture is extracted with chloroform. The organic layer is washed with 10% hydrochloric acid, saturated aqueous sodium hydrogen carbonate solution and saturated brine successively and dried over sodium sulfate. The solvent is removed by evaporation under reduced pressure to give methyl 6-morpholin-4-yl-6-oxohexanoate (4.63 g).

Source