Trifluoroacetic acid → HCID 11509792, compound

Participants

Reaction Steps

2-Mercaptoethylamine hydrochloride (261.4 mg, 2.3 mmol) was added to the solution of chloro triphenylmethane (557.6 mg, 2 mmol) in 1.0 mL of anhydrous dichloromethane. Then trifluoroacetic acid (TFA, 0.4 mL) was added to afford dark brown solution. The solution was stirred for 2 hrs under nitrogen. The reaction was quenched by 1N NaOH (3 mL). The suspension was extracted with 10 mL of ethyl acetate, and the organic phase was washed with brine (5 mL×3) and dried over anhydrous magnesium sulfate. The solvent was removed and residue was purified by flash chromatography on silica gel (eluent: ethyl acetate/hexane=⅓) to afford 543 mg of the desired product (85%). 1H NMR (400 MHz, CDCl3) δ 7.50-7.48 (m, 6H), 7.34-7.26 (m, 6H), 7.25-7.23 (m, 3H), 2.63 (t, J=6.5 Hz, 2H), 2.36 (t, J=6.5 Hz, 2H), ESI-MS: observed [M+Na]+: 342.5, calculated: 319.3.

Provenance & Evidence