potassium hydrogencarbonate in N,N-dimethyl-formamide T=25°C; 5 h;

4-(N,N-dimethlyamino)pyridine; [MoeMim][Ms] T=25 - 35°C;

1: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 2: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 3: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 4: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 5: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 6: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 7: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 8: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 9: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 10: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 11: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 12: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 13: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 14: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 15: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 16: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 17: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 18: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 19: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 20: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 21: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 22: Bacillus subtilis 168 SrfAD esterase / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 23: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C 24: Candida antarctica lipase B / dimethyl sulfoxide / 0.05 h / 30 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction 25: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dimethyl sulfoxide / 8 h / 20 °C View Scheme

iron(III) chloride on silica T=70 - 72°C;

triethylamine in various solvent(s) 48 h; Ambient temperature; Yield given;

triethylamine in diethyl ether

sodium hydroxide; tetra(n-butyl)ammonium hydroxide 1) water + CH2Cl2, 20 deg C, 2 h; 2) water + CH2Cl2, 20 deg C, 5 h.; Yield given. Multistep reaction;

potassium hydrogencarbonate in N,N-dimethyl-formamide T=25°C; 1 h; Kinetics; Temperature;

1: 4-(N,N-dimethlyamino)pyridine / dichloromethane / 10 h / 20 °C 2: hydrogen / palladium / ethyl acetate / 24 h / 20 °C View Scheme

pyridine in toluene Ambient temperature;