selenium(IV) oxide in 1,4-dioxane T=98°C; 0.5 h;

sodium; butan-1-ol 0.5 h; Heating;

1: 1.) ethylmagnesium bromide / 1.) diethyl ether, -50 deg C (20 min) , room temperature (1 h), 2.) diethyl ether, CH2Cl2, -30 deg C, 4 h 2: 43 percent / Na, butanol / 0.5 h / Heating View Scheme

1: 1.) ethylmagnesium bromide / 1.) diethyl ether, -50 deg C (20 min) , room temperature (1 h), 2.) diethyl ether, CH2Cl2, -30 deg C, 4 h 2: 43 percent / Na, butanol / 0.5 h / Heating View Scheme