Ammonium Chloride → HCID 58221585, compound

Participants

Reaction Steps

To a stirred ice-cooled suspension of crude 1-acetyl-6-bromo-1,2,2′,3′,5′,6′-hexahydrospiro[indole-3,4′-thiopyran] (0.68 g, 2.1 mmol) in MeOH (40 mL), H2O (5 mL) and acetone (10 mL) was added oxone (2.58 g, 4.20 mmol) in H2O (15 mL). The resulting mixture was stirred at rt for 20 h. After this time the mixture was poured into ice and saturated aqueous NH4Cl and extracted with EtOAc. The combined organic extracts were washed with brine, dried over Na2SO4, and concentrated in vacuo to give 1-acetyl-6-bromo-1,2,2′,3′,5′,6′-hexahydrospiro-[indole-3,4′-thiopyran]1′,1′-dioxide as a white solid. Mass Spectrum (ESI) m/e=358.0 [(M+1) (79Br)] and 360.0 [(M+1) (81Br)].

Provenance & Evidence