반응 #1741377

반응 방정식

methyl (2R)-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propionate

acetic acid

sodium hydroxide

→

(2R)-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propionic acid

수율 81.0%

용매

ethanol

반응 조건

후처리

1. 1
   workup.ADDITIONto which was added, under ice-
2. 2
   온도cooling
3. 3
   온도The reaction mixture was cooled with ice, to which
4. 4
   추출followed by extraction with dichloromethane (200 ml) three times
5. 5
   세척washed with a saturated aqueous sodium chloride solution (100 ml) twice
6. 6
   건조dried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONby distilling off the solvent under reduced pressure

실험 절차

In ethanol (510 ml) was dissolved methyl (2R)-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propionate (42.7 g), to which was added, under ice-cooling, a 2N solution of sodium hydroxide (170 ml), followed by stirring for one hour at room temperature. The reaction mixture was cooled with ice, to which was added a 26% aqueous solution of acetic acid (120 ml), followed by extraction with dichloromethane (200 ml) three times. Dichloromethane layers were combined, washed with a saturated aqueous sodium chloride solution (100 ml) twice, and dried over anhydrous magnesium sulfate, followed by distilling off the solvent under reduced pressure to leave (2R)-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propionic acid (32 g) as a colorless waxy product.

출처