manganese (II) chloride in tetrahydrofuran; diethyl ether T=0 - 50°C; 1.5 h;

1: 2-ethyl-6-methyl-bromobenzene With magnesium; iodine in tetrahydrofuran T=25 - 40°C; 1.66667 h; 2: N,N-dimethyl-formamide in tetrahydrofuran T=0 - 20°C; 1 h;

2: 98 percent / diethyl ether / Ambient temperature 3: 75 percent / lithium aluminium hydride / diethyl ether / 2 h / Heating 4: 98 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / Ambient temperature View Scheme

1: 98 percent / diethyl ether / Ambient temperature 2: 75 percent / lithium aluminium hydride / diethyl ether / 2 h / Heating 3: 98 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / Ambient temperature View Scheme