반응 #2075683

반응 방정식

4,4′-dimethoxytrityl chloride

3-Dimethylamino-1,2-propanediol

4,4′-Dimethoxytrityl chloride

4,4′-dimethoxytrityl chloride

→

yellow gum

수율 105.3%

1-(4,4′-Dimethoxytrityloxy)-3-dimethylamino-2-propanol

수율 105.3%

용매

pyridine

pyridine

반응 조건

후처리

1. 1
   기타The flask was sealed
2. 2
   기타flushed with argon
3. 3
   workup.ADDITIONcharged with pyridine
4. 4
   기타sealed
5. 5
   기타to come to room temperature
6. 6
   농축The reaction was concentrated in vacuo
7. 7
   workup.DISSOLUTIONre-dissolved in dichloromethane (300 mL)
8. 8
   세척The organic phase was washed with saturated bicarbonate (2×200 mL) and brine (1×200 mL)
9. 9
   건조dried over MgSO4
10. 10
    여과filtered
11. 11
    농축concentrated
12. 12
    기타dried under high vacuum

실험 절차

3-Dimethylamino-1,2-propanediol (6.0 g, 50 mmol) was weighed into a 1 L round bottomed flask with a stir bar. The flask was sealed, flushed with argon, charged with pyridine and cooled to 0° C. 4,4′-Dimethoxytrityl chloride (17.9 g, 1.05 equiv.) was weighed into a 100 mL round bottomed flask, sealed and then dissolved in pyridine (80 mL). The 4,4′-dimethoxytrityl chloride solution was transferred to the stirring reaction mixture slowly, using additional fresh pyridine (20 mL) to effect the transfer of residual 4,4′-dimethoxytrityl chloride. The reaction was allowed to come to room temperature while stirring overnight. The reaction was concentrated in vacuo and re-dissolved in dichloromethane (300 mL). The organic phase was washed with saturated bicarbonate (2×200 mL) and brine (1×200 mL), dried over MgSO4, filtered, concentrated and dried under high vacuum to afford 22.19 g of a yellow gum that was used without further purification.

출처