反应详情

温度

0 °C

To a stirred solution of 2-(8-(3-(azido(phenyl)methyl)phenoxy)octyl)-1,3-dioxolane (1.11 g, 2.71 mmol) in THF (15 mL) at −78° C. under an atmosphere of nitrogen, a solution of lithium aluminium hydride (2.0M in THF, 2.8 mL, 5.60 mmol) was added drop wise. After stirring the reaction at −78° C. for 1 hour, the reaction mixture was warmed up to 0° C. for 1 hour. The reaction mixture was quenched with water (304 mL), 2M sodium hydroxide (304 mL) and water (304 mL×3). Anhydrous magnesium sulphate and ethyl acetate were added, and the reaction mixture filtered and concentrated under reduced pressure. The crude material was purified by column chromatography eluting with 100% iso-hexane to 100% DCM to 25:1 DCM:methanol (0.63 g, 39% based on (3-(8-(1,3-dioxolan-2-yl)octyloxy)phenyl)(phenyl)methanol).

1. customthe reaction at −78° C. for 1 hour
2. customThe reaction mixture was quenched with water (304 mL), 2M sodium hydroxide (304 mL) and water (304 mL×3)
3. additionAnhydrous magnesium sulphate and ethyl acetate were added
4. filtrationthe reaction mixture filtered
5. concentrationconcentrated under reduced pressure
6. customThe crude material was purified by column chromatography
7. washeluting with 100% iso-hexane to 100% DCM to 25:1 DCM