Sodium Bicarbonate → HCID 11435650, compound

Participants

Reaction Steps

A mixture of 4 (7.95 g, 32.0 mmol) and p-toluenesulfonic acid monohydrate (0.30 g, 1.58 mmol) in acetone (160 mL) was stirred at ambient temperature for 100 min. The mixture was neutralized with NaHCO3 solution and acetone was evaporated under reduced pressure. The residue was diluted with water and extracted with EtOAc. The combined organic layers were washed with NaCl solution and dried over Na2SO4. Filtration and concentration gave 8.94 g of an oily material, which was purified by column chromatography (SiO2 gel 50 g EtOAc in n-hexane 5-10%), to give 5.83 g (89.2%) of 5, as a pale yellow oil.

Provenance & Evidence