反应详情

Add lithium aluminum hydride (29 mg, 0.72 mmol) to a solution of (±)-2-(1-azidoethyl)-5-methylthiophene (100 mg, 0.59 mmol) in anhydrous THF (5 mL). Stir at room temperature overnight. Work-up the mixture with EtOAc and water. Filter the mixture over Celite®. Separate and wash the organic phase with brine. Dry over Na2SO4, filter and concentrate in vacuo. Purify by SCX chromatography. Rinse with DCM/methanol (1:1), load the crude mixture in methanol and elute sequentially with methanol and 1N ammonia in methanol to obtain the title compound as an oil (80 mg, 95%). GC-MS m/z 141 (M+).

1. filtrationFilter the mixture over Celite®
2. customSeparate
3. washwash the organic phase with brine
4. dry with materialDry over Na2SO4
5. filtrationfilter
6. concentrationconcentrate in vacuo
7. customPurify by SCX chromatography
8. washRinse with DCM/methanol (1:1), load the crude mixture in methanol
9. washelute sequentially with methanol and 1N ammonia in methanol