반응 #473057

반응 방정식

Sodium hydride

Tetrahydro-2H-thiopyran-4-ol

2-Bromo-6-(bromomethyl)pyridine

→

title compound

2-Bromo-6-[(tetrahydro-2H-thiopyran-4-yloxy)methyl]pyridine

용매

tetrahydrofuran

ethyl acetate

반응 조건

후처리

1. 1
   온도the reaction was warmed to and
2. 2
   온도maintained at ambient temperature overnight
3. 3
   기타quenched slowly with water
4. 4
   기타the layers were separated
5. 5
   추출the aqueous layer was extracted with ethyl acetate
6. 6
   건조The combined organic layers were dried over magnesium sulfate
7. 7
   여과filtered
8. 8
   농축concentrated
9. 9
   기타The crude mixture was purified by silica gel chromatography

실험 절차

Sodium hydride (0.24 g, 5.98 mmol) was suspended in tetrahydrofuran (19.9 mL) and cooled to 0° C. Tetrahydro-2H-thiopyran-4-ol (0.24 g, 1.99 mmol) was added and the reaction was stirred for 30 minutes. 2-Bromo-6-(bromomethyl)pyridine (Example 190, Step 1) (0.5 g, 1.99 mmol) was added and the reaction was warmed to and maintained at ambient temperature overnight. The reaction was diluted with ethyl acetate, quenched slowly with water, the layers were separated, and the aqueous layer was extracted with ethyl acetate. The combined organic layers were dried over magnesium sulfate, filtered and concentrated. The crude mixture was purified by silica gel chromatography to yield the title compound.

출처