The invention discloses a synthesis method of 9-dichloromethylene-5-amino-benzonorbornene and an
intermediate product, the synthesis method comprises the following steps: firstly, synthesizing a cyclization compound 1 as shown in a formula 1 from a cold solution of 6, 6-dichlorofulvene and 1, 4-
benzoquinone under the action of a solution of a catalyst I, carrying out oximation reaction on the cyclization compound 1 prepared in the step a and
hydroxylamine salt under an alkaline condition, and carrying out post-treatment to obtain the 9-dichloromethylene-5-amino-benzonorbornene. Under the action of a catalyst II, adding the oximate 2 prepared in the step b into a closed container, carrying out hydrogenation reduction to obtain 9-dichloromethylene-5-amino-benzo
norbornene, and directly treating the reduction product with acid to obtain 9-dichloromethylene-5-amino-benzo
norbornene, namely the 9-dichloromethylene-5-amino-benzo
norbornene, namely the 9-dichloromethylene-5-amino-benzo norbornene. According to the method, the cyclization compound is oximated firstly, then the residual carbonyl and two double bonds on the ring are subjected to one-step reduction through
catalytic hydrogenation, the working procedure is optimized, meanwhile, reduction by using expensive
sodium borohydride is avoided, the method is short in synthesis
route and suitable for industrialization, and the production cost is reduced.