1: ethylmagnesium bromide With copper(l) chloride in tetrahydrofuran T=-78°C; 0.5 h; Inert atmosphere; 2: N'-(2-chloro-1-phenylethylidene)-4-methylbenzenesulfonohydrazide in tetrahydrofuran T=-78°C; 3 h; Inert atmosphere;

1: 79 percent / Et3N / tetrahydrofuran / -78 °C 2: 77 percent / BF3*Et2O / acetone; H2O / 16 h / Ambient temperature View Scheme

1: 70 percent / Na2CO3 / tetrahydrofuran / 24 h / Ambient temperature 2: 81 percent / NaOEt / ethanol / 18 h / 60 °C View Scheme

sodium ethanolate; sodium carbonate 1) THF, 2) EtOH, 60 deg C, 18 h; Yield given. Multistep reaction;

sodium ethanolate; sodium carbonate 1) THF, 2) EtOH, 60 deg C, 18 h; Yield given. Multistep reaction. Yields of byproduct given;