Hydrogen Peroxide → HCID 11709404, compound

Participants

Reaction Steps

0.5 g of dimethyl-(5-pyridin-3-yl-2,3-dihydro-benzo[b]thiepin-4-ylmethyl)-amine hydrochloride was dissolved in 2.5 ml of glacial acetic acid; 0.29 ml of 35% hydrogen peroxide solution was added dropwise at room temperature, with stirring, and stirring was continued for 24 hours. The reaction mixture was covered with a layer of ethyl acetate, while cooling with ice, rendered alkaline with 32% sodium hydroxide solution and extracted three times with ethyl acetate; the combined organic phases were dried over magnesium sulfate, filtered and concentrated in vacuo. 0.35 g of crude product was obtained and was purified by means of preparative HPLC (Hypercarb 5 μm 120×4 mm, 0.5 ml/min., acetonitrile/water (v/v=70:30+0.1% diethylamine). After filtration through a MF-Millipore-MCE membrane (mixed cellulose esters; 0.45 μm), 0.102 g of dimethyl-(1-oxo-5-pyridin-3-yl-2,3-dihydro-1H-1λ4-benzo[b]thiepin-4-ylmethyl)-amine was obtained and was dissolved in 3 ml of 2-acetone p.a. and converted into the corresponding hydrochloride with about 0.003 ml of water and about 0.041 ml of chlorotrimethylsilane, while cooling with ice; the hydrochloride was dried in vacuo (about 50 mbar) (yield 0.1 g).

Provenance & Evidence