반응 #2273841

반응 방정식

4-(4-methoxyphenyl)butanoic acid

triethylamine

EDC

(1S,2S)-2-amino-3-morpholino-1-phenyl-1-propanol

→

title compound

수율 66.5%

(1S,2S)-2-[4-(4-methoxyphenyl)butyryl]amino-3-morpholino-1-phenyl-1-propanol

수율 66.5%

용매

Methylene chloride

Methylene chloride

반응 조건

후처리

1. 1
   세척After washed with a saturated sodium hydrogen carbonate solution (50 ml), water (50 ml) and saturated brine (50 ml) successively
2. 2
   건조the organic layer was dried over sodium sulfate
3. 3
   여과filtered
4. 4
   기타the solvent was evaporated under reduced pressure
5. 5
   기타The resulting crude product was purified by silica gel column chromatography (chloroform:ethanol=20:1)

실험 절차

Methylene chloride (10 ml), 4-(4-methoxyphenyl)butanoic acid (388.0 mg, 2.0 mmol), triethylamine (0.70 ml, 5.0 mmol) and EDC (580 mg, 3.0 mmol) were added to (1S,2S)-2-amino-3-morpholino-1-phenyl-1-propanol (472.0 mg, 2.0 mmol), followed by stirring overnight. Methylene chloride (100 ml) was added to the reaction solution. After washed with a saturated sodium hydrogen carbonate solution (50 ml), water (50 ml) and saturated brine (50 ml) successively, the organic layer was dried over sodium sulfate and filtered, and the solvent was evaporated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (chloroform:ethanol=20:1) to obtain the title compound (549 mg, yield 66%) as colorless oil.

출처