반응 #1177520

반응 방정식

3-pyridinepropanol

sodium hydride

1,2-epoxy-3-octadecyloxypropane

→

desired compound

수율 40.8%

3-[3-[2-hydroxy-3-(octadecyloxy)propoxy]propyl]-pyridine

수율 40.8%

반응 조건

후처리

1. 1
   workup.STIRRINGby stirring at room temperature for 67 hours
2. 2
   workup.DISTILLATIONThe excess portion of the 3-pyridinepropanol was distilled off under reduced pressure
3. 3
   workup.ADDITIONAfter adding a small volume of water
4. 4
   추출to the residue, extraction
5. 5
   workup.ADDITIONwas conducted with a mixture of hexane and ethyl acetate (1:1, 300 ml)
6. 6
   세척After the extract was washed with water
7. 7
   기타dried
8. 8
   workup.DISTILLATIONthe solvent was distilled off
9. 9
   기타The resulting residue was purified by silica gel column chromatography (carrier, 250 g; developing solvent, hexane:ethyl acetate:acetone=4:1:0→3:1:1)

실험 절차

To 3-pyridinepropanol (41.9 g), 60% oily sodium hydride (0.74 g) was added, followed by stirring at room temperature for 15 minutes. Crude 1,2-epoxy-3-octadecyloxypropane (10 g), an intermediate in Reference Example 1, was then added, followed by stirring at room temperature for 67 hours. The excess portion of the 3-pyridinepropanol was distilled off under reduced pressure. After adding a small volume of water to the residue, extraction was conducted with a mixture of hexane and ethyl acetate (1:1, 300 ml). After the extract was washed with water and dried, the solvent was distilled off. The resulting residue was purified by silica gel column chromatography (carrier, 250 g; developing solvent, hexane:ethyl acetate:acetone=4:1:0→3:1:1) to yield the desired compound (5.79 g).

출처