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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1648840Generated: October 25, 2026

5H-Dibenzo[a,d]cyclohepten-5-one → dibenzo[a,d]cyclooctene-6,12(5H,7H)-dione

https://huagongshe.com/reaction/1648840

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5H-Dibenzo[a,d]cyclohepten-5-oneHCID 16679—
Reactant2-Bromo-6,12-dioxo-5,6,7,12-tetrahydrodibenzo[a,d]cycloocteneHCID 15580927—
Reactant2-Chloro-6,12-dioxo-5,6,7,12-tetrahydrodibenzo[a,d]cycloocteneHCID 15580928—
Reactant2-Fluoro-6,12-dioxo-5,6,7,12-tetrahydrodibenzo[a,d]cycloocteneHCID 20480890—
Solvent1-Bromo-2-chlorobenzeneHCID 12754—
Solvent3-bromo-5H-dibenzo[a,d]cyclohepten-5-oneHCID 11483010—
Solvent3-Chloro-5H-dibenzo[A,D][7]annulen-5-oneHCID 12690610—
Solvent3-fluoro-5H-dibenzo[a,d]cyclohepten-5-oneHCID 15628590—
Productdibenzo[a,d]cyclooctene-6,12(5H,7H)-dioneHCID 12552292—

Reaction Steps

Employing the procedure substantially as described in Example 1, Steps A through D, but substituting for the 5H-dibenzo[a,d]cyclohepten-5-one used in Step A thereof an equimolecular amount of 3-bromo-5H-dibenzo[a,d]cyclohepten-5-one, 3-chloro-5H-dibenzo[a,d]cyclohepten-5-one, or 3-fluoro-5H-dibenzo[a,d]cyclohepten-5-one, and o-chlorobromobenzene as solvent in Step B, there are produced, respectively, 2-bromo-6,12-dioxo-5,6,7,12-tetrahydrodibenzo[a,d]cyclooctene, m.p. 133°-138° C., 2-chloro-6,12-dioxo-5,6,7,12-tetrahydrodibenzo[a,d]cyclooctene, m.p. 148°-149° C., and 2-fluoro-6,12-dioxo-5,6,7,12-tetrahydrodibenzo[a,d]cyclooctene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04414154
Source datasetuspto-grants-1983_11
ORD IDord-b06949016c6a4ab89e8f6bb23e25f2c2
Source noteuspto-grants-1983_11