1: o-Chloranil / toluene / 15 h / Ambient temperature 2: 91 percent / H2 / 10percent Pa/C / ethanol / 760 Torr / Ambient temperature View Scheme

With  3,4,5,6-tetrachloro-1,2-benzoquinone in  toluene 15 h;  Ambient temperature;  Yield given;