반응 #44993

반응 방정식

Trans-4-(methoxycarbonyl)cyclohexanecarboxylic acid

morpholine

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

triethylamine

→

methyl trans-4-(morpholin-4-ylcarbonyl)-cyclohexanecarboxylate

수율 81.8%

용매

chloroform

반응 조건

후처리

1. 1
   온도cooling
2. 2
   추출the mixture is extracted with chloroform
3. 3
   세척The organic layer is washed with 10% hydrochloric acid, saturated aqueous sodium hydrogen carbonate solution and saturated brine successively
4. 4
   건조dried over sodium sulfate
5. 5
   농축The solvent is concentrated under reduced pressure
6. 6
   기타The resulting residue is purified by silica gel column chromatography (eluent: chloroform, followed by chloroform/methanol=30/1)

실험 절차

Trans-4-(methoxycarbonyl)cyclohexanecarboxylic acid (800 mg) obtained in Reference Example 1(2) is dissolved in chloroform (30 ml), and thereto are added morpholine (560 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.24 g) and triethylamine (650 mg) under ice-cooling. The mixture is then stirred at room temperature for 19 hours. Ice-water is poured 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 concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (eluent: chloroform, followed by chloroform/methanol=30/1) to give methyl trans-4-(morpholin-4-ylcarbonyl)-cyclohexanecarboxylate (897 mg).

출처