Acetone → HCID 68292334, compound

Participants

Reaction Steps

TMSCN (1.44 mL, 10.8 mmol) was added to a mixture of the compound 27 (0.7 g, 3.6 mmol), acetone (1.60 mL, 21.6 mmol) and 12 (50 mg, 0.4 mmol) with stirring. The reaction mixture was stirred at 50° C. for 0.5 h. The reaction was concentrated in vacuo. The residue was diluted with aq Na2SO3 and extracted with ethyl acetate. The combined organic layers were washed with aqNa2SO3 and brine, dried over Na2SO4 and concentrated to dryness to give compound 28 (0.9 g) as a light yellow oil. The crude product was used directly for the next step without purification. 1H NMR (400 MHz, CDCl3) δ7.07 (d, 2H, J=8.3 Hz), 6.87 (d, 2H, J=8.3 Hz), 3.66 (s, 3H), 2.58 (t, 2H, J=7.4 Hz), 2.32 (t, 2H, J=7.4 Hz), 1.85-1.95 (m, 2H), 1.68 (s, 6H).

Provenance & Evidence