1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 4 h / 150 °C / Sealed tube 2: sodium hydroxide / methanol / 0.5 h / 20 °C 3: palladium 10 on activated carbon; hydrogen / methanol / 2.17 h / 760.05 Torr View Scheme

1.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 4 h / 150 °C / Sealed tube 2.1: sodium hydroxide / methanol / 0.5 h / 20 °C 3.1: palladium 10 on activated carbon; hydrogen / methanol / 2.17 h / 760.05 Torr 4.1: magnesium sulfate; trifluoroacetic acid / dichloromethane / 3 h / 60 °C / Sealed tube 4.2: pH 9 View Scheme

1.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 4 h / 150 °C / Sealed tube 2.1: sodium hydroxide / methanol / 0.5 h / 20 °C 3.1: palladium 10 on activated carbon; hydrogen / methanol / 2.17 h / 760.05 Torr 4.1: magnesium sulfate; trifluoroacetic acid / dichloromethane / 18 h / 20 °C / Inert atmosphere 4.2: pH 9 View Scheme