lithium aluminium tetrahydride in diethyl ether

oxygen; sodium acetate; palladium diacetate in dimethyl sulfoxide T=25°C; P=760 Torr; 48 h;

1: 72 percent / SOCl2 / 4 h / Heating 2: 86 percent / aq. NH3 / tetrahydrofuran / 4 h 3: 50 percent / LiAlH4 / tetrahydrofuran / 6 h / Heating 4: 88 percent / pyridine / 0 °C 5: Br2 / CH2Cl2 / 2 h 6: KOH / ethanol / 20 h / Heating 7: 50 percent / Et3N / CH2Cl2 / 24 h / Ambient temperature 8: 1.) O3, 2.) Me2S / 1) CH2Cl2, MeOH, -78 deg C; 2) CH2Cl2, MeOH, 4 h 9: 80 percent / immobilized penicillin acylase / ethanol / 0.5 h / 23 °C / pH 7.5 View Scheme

T=100°C;

T=100°C;

naphthalenyl-1-carbonitrile; biphenyl in water; acetonitrile 13.3333 h;

T=100°C;

PPA

T=100°C;

1: SOCl2 / CH2Cl2 / 14 h / 20 °C 2: CH2Cl2 View Scheme