2,3-dicyano-5,6-dichloro-p-benzoquinone in benzene 17 h; Heating;

1: SOCl2 / diethyl ether / 0.5 h / Heating 2: 69 percent / sodium acetate / diethyl ether; tetrahydrofuran / Ambient temperature 3: 94 percent / NaBH4 / methanol / 0 - 5 °C 4: 41 percent / PPA, 85 percent H3PO4 / 1 h / 100 °C 5: 52 percent / DDQ / benzene / 17 h / Heating View Scheme

1: 69 percent / sodium acetate / diethyl ether; tetrahydrofuran / Ambient temperature 2: 94 percent / NaBH4 / methanol / 0 - 5 °C 3: 41 percent / PPA, 85 percent H3PO4 / 1 h / 100 °C 4: 52 percent / DDQ / benzene / 17 h / Heating View Scheme

1: 94 percent / NaBH4 / methanol / 0 - 5 °C 2: 41 percent / PPA, 85 percent H3PO4 / 1 h / 100 °C 3: 52 percent / DDQ / benzene / 17 h / Heating View Scheme

1: 41 percent / PPA, 85 percent H3PO4 / 1 h / 100 °C 2: 52 percent / DDQ / benzene / 17 h / Heating View Scheme

in dichloromethane Ambient temperature;