sodium methylate in tetrahydrofuran; methanol T=20°C; Dieckmann cyclization; 3 h;

sodium hydride in ethylene glycol dimethyl ether T=0°C; 4 h;

sodium methylate in tetrahydrofuran; diethyl ether T=0 - 20°C; Dieckmann Condensation; Overall yield = 78 percent; Overall yield = 185.45 mg;

1: aqueous sulfuric acid 2: phosphorus (V)-chloride; benzene / Eintragen des Reaktionsprodukts in Wasser 3: aqueous perchloric acid 4: potassium hydrogensulfide; aqueous KOH-solution View Scheme

1: 91 percent / 5percent sulfuric acid / 5 h / Heating 2: 68 percent / 2,2-dimethoxypropane, p-toluenesulfonic acid / benzene / 6 h / Heating 3: p-toluenesulfonic acid / benzene / 4 h / Heating 4: sodium periodate / H2O; methanol / 10 h / 60 °C 5: 100 percent / hydrogen / platinum oxide / ethanol 6: 50 percent / potassium tert-butoxide / CCl4; 2-methyl-propan-2-ol / 20 h / 50 - 55 °C 7: pyridinium p-toluenesulfonate, water / acetone / 24 h / Heating View Scheme

1: ethanol; sodium ethanolate / 20 - 70 °C 2: N,N-dimethyl-aniline; trichlorophosphate / 100 °C View Scheme

sulfuric acid 5 h; Heating;

1: 78 percent / aq. H2SO4 / 1 h / Heating 2: Et3N / CHCl3 / 20 °C View Scheme

1: p-TsOH*H2O / benzene / 16 h / Heating 2: LiAlH4 / diethyl ether / 1 h / 0 °C 3: 86 percent / (COCl)2; DMSO; i-Pr2EtN / CH2Cl2 / -78 - 20 °C View Scheme

1: 79 percent / 10percent aq. H2SO4 / 3 h / Heating 2: 89 percent / peracetic acid / ethyl acetate; acetic acid View Scheme