Hydrogen Peroxide → HCID 11481213, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 6-vinyl-4H-benzo[1,4]thiazin-3-one (5.73 g, 30.0 mmole) in dry THF (100 mL) at RT was added 2M BH3.THF (7.5 mL, 15.0 mmole). After 24 h, H2O (15 mL) was slowly added to the reaction mixture followed by 3M NaOH (5 mL) and 30% H2O2 (3.3 mL). After the reaction solution was stirred for 3 h at 50° C., the reaction was concentrated under vacuum. The residue was dissolved in EtOAc and washed with H2O (20 mL) and 1M HCl (20 mL). The organic solution was dried (Na2SO4), concentrated under vacuum, and the remaining solid purified on silica (CH2Cl2/CH3OH, 95:5) afforded the title compound (2.60 g, 41%) as light yellow solid: LC-MS (ES): m/e 210 (M+H)+.

Provenance & Evidence