Sodium Bicarbonate → HCID 131719145, compound

Participants

Reaction Steps

To a solution 13a (719 mg, 0.845 mmol) in THF (15 mL) was added a solution of tetra-n-butylammonium fluoride (1.0M in THF, 2.5 mL), and the mixture was stirred at ambient temperature for 1.5 h. A solution of tetra-n-butylammonium fluoride (1.0M in THF, 2.5 mL) was added twice to the mixture, and the mixture was stirred at ambient temperature overnight. The mixture was poured into cold NaHCO3 solution, and the mixture was extracted with EtOAc. The combined organic layers were washed with NaCl solution, and dried over Na2SO4. Filtration and concentration gave 0.97 g of a crude product, which was purified by column chromatography (SiO2 gel 30 g, EtOAc in n-hexane 20-50%), to give 373 mg (88.5%) of 14a, as white solids.

Provenance & Evidence