1: 2-(2-methoxy-5-methylphenyl)cyclohexanone With sodium hydride in ethylene glycol dimethyl ether 1 h; Heating; 2: methyl iodide in ethylene glycol dimethyl ether 1 h; Heating;

1.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C 1.2: 98 percent / BF3*OEt2 / tetrahydrofuran; hexane / 1.5 h / -78 °C 2.1: 98 percent / (COCl)2; DMSO; Et3N / CH2Cl2 / -78 - 20 °C 3.1: NaH / 1,2-dimethoxy-ethane / 1 h / Heating 3.2: 63 percent / 1,2-dimethoxy-ethane / 1 h / Heating View Scheme

1.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C 1.2: 98 percent / BF3*OEt2 / tetrahydrofuran; hexane / 1.5 h / -78 °C 2.1: 98 percent / (COCl)2; DMSO; Et3N / CH2Cl2 / -78 - 20 °C 3.1: NaH / 1,2-dimethoxy-ethane / 1 h / Heating 3.2: 63 percent / 1,2-dimethoxy-ethane / 1 h / Heating View Scheme