thionyl chloride in pyridine T=-50 - -45°C; 1 h; Yield given. Yields of byproduct given;

Yield given. Yields of byproduct given. Title compound not separated from byproducts;

thionyl chloride in pyridine T=-50 - -45°C; 1 h; Yield given. Yields of byproduct given;

Yield given. Yields of byproduct given. Title compound not separated from byproducts;

thionyl chloride in pyridine T=-50 - -45°C; 1 h; Yield given. Yields of byproduct given;

Yield given. Yields of byproduct given. Title compound not separated from byproducts;

2: 50 percent / xylene / 69 h / 195 °C 3: diisobutyl-aluminumhydride / hexane; 1,2-dimethoxy-ethane / -78 °C 4: n-Butyllithium / tetrahydrofuran / 5 h View Scheme

2: 50 percent / xylene / 69 h / 195 °C 3: diisobutyl-aluminumhydride / hexane; 1,2-dimethoxy-ethane / -78 °C 4: n-Butyllithium / tetrahydrofuran / 5 h 5: 80 percent / 1,2-dimethoxy-ethane / 4 h / 170 °C 6: 45 percent / n-Butyllithium / tetrahydrofuran View Scheme

2: 50 percent / xylene / 69 h / 195 °C 3: diisobutyl-aluminumhydride / hexane; 1,2-dimethoxy-ethane / -78 °C 4: n-Butyllithium / tetrahydrofuran / 5 h 5: 80 percent / 1,2-dimethoxy-ethane / 4 h / 170 °C 6: 45 percent / n-Butyllithium / tetrahydrofuran 7: 0.481 g / chloroamine, aq. sodium hydroxide / diethyl ether / 1.33 h / 10 °C View Scheme

2: 50 percent / xylene / 69 h / 195 °C 3: diisobutyl-aluminumhydride / hexane; 1,2-dimethoxy-ethane / -78 °C 4: n-Butyllithium / tetrahydrofuran / 5 h 5: 80 percent / 1,2-dimethoxy-ethane / 4 h / 170 °C 6: 45 percent / n-Butyllithium / tetrahydrofuran 7: 0.481 g / chloroamine, aq. sodium hydroxide / diethyl ether / 1.33 h / 10 °C 8: 0.265 g / NaOCH3 / methanol / -90 - -85 °C / Irradiation View Scheme