Sodium Hydroxide → HCID 57707246, compound

Participants

Reaction Steps

To a cooled solution of 35.2 (0.080 g, 0.30 mmol) in THF (3.00 mL) at 0° C., was added LAH (1.0 M solution in THF, 0.60 mL, 0.60 mmol). Stirring was continued for 1 hour. 1N NaOH (5 mL) was carefully added to quench the reaction. The resulting solution was extracted with EtOAc (3×10 mL). The combined organic layers were dried over MgSO4, filtered, and concentrated in vacuo. The residue was then purified by flash chromatography (SiO2 gel 60, eluted with 0%-30% EtOAc in hexanes). Fractions containing the desired product were combined and concentrated to provide 35.3 as a colorless oil (0.055 g, 54%). MS ESI (pos.) m/e: 739.3 (2M+Na)+, 376.1 (M+H2O)+.

Provenance & Evidence