Acetone → HCID 68292872, Verbindung
Reaktionsgleichung
[Si]([C:5]#[N:6])(C)(C)C.[NH2:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][C:17]([NH2:19])=[O:18])=[CH:10][CH:9]=1.[CH3:20][C:21]([CH3:23])=O>>[C:5]([C:21]([NH:7][C:8]1[CH:9]=[CH:10][C:11]([CH2:14][CH2:15][CH2:16][C:17]([NH2:19])=[O:18])=[CH:12][CH:13]=1)([CH3:23])[CH3:20])#[N:6]Komponenten
4
Reaktionsbedingungen
- Temperatur
- 40 °C
Versuchsvorschrift
TMSCN (0.3 mL, 2.36 mmol) was added to a mixture of the compound 33 (140 mg, 0.79 mmol), acetone (0.35 mL, 1.56 mmol) and 12 (10 mg, 0.08 mmol). The reaction mixture was stirred at 40° C. for 1 h. The reaction was concentrated in vacuo. The residue was diluted with aqNa2SO3, 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 34 (80 mg) as a light yellow oil. The crude product was used directly for the next step without purification. 1H NMR (400 MHz, CDCl3) δ7.08 (d, 2H, J=8.5 Hz), 6.88 (d, 2H, J=8.5 Hz), 5.29 (br s, 1H), 2.61 (t, 2H, J=7.4 Hz), 2.20 (t, 2H, J=7.4 Hz), 1.87-1.97 (m, 2H), 1.68 (s, 6H).