4, 8-Dichloro-and 5, 7-dichloro-2, 10-dihydroxydicyclohepta [b, d] furan-3, 9-diones were synthesized. Although the latter could be obtained by condensation of 4-chloro-p- tropoquinone and its hydroquinone, the former required the hydrolysis of condensate of 3- chloro-p-tropoquinone and 7-chloro-5-hydroxy-2-methoxytropone. This mixed condensation led to several unsymmetrically substituted derivatives in improved yields.