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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 47222Generated: October 29, 2026

m-Chloroperbenzoic acid → 3-fluoro-6,10b-dihydro-1aH-dibenzo-[3,4:6,7]cyclohept[1,2-b]oxirene

https://huagongshe.com/reaction/47222

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-Chloroperbenzoic acidHCID 70297—
Reactant2-fluoro-5H-dibenzo[a,d]cyclohepteneHCID 22744162—
CatalystHydroquinoneHCID 785—
SolventChloroformHCID 6212—
Product3-fluoro-6,10b-dihydro-1aH-dibenzo-[3,4:6,7]cyclohept[1,2-b]oxireneHCID 86588700110.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

Metachloroperbenzoic acid (0.0501 mol) was dissolved in CHCl3 (40 ml). The organic solution was dried, filtered and the filtrate was added dropwise to a solution of intermediate 1 (0.0417 mol) and 1,4-benzenediol (0.26 g) in CHCl3 (70 ml), stirred at 60° C. The reaction mixture was stirred for 2.5 hours at 60° C., then cooled on an ice-bath, washed with a 10% aqueous Na2CO3 solution and brine, dried, filtered and the filtrate was evaporated, yielding 10.42 g of 3-fluoro-6,10b-dihydro-1aH-dibenzo-[3,4:6,7]cyclohept[1,2-b]oxirene (intermediate 2)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06699858B2
Source datasetuspto-grants-2004_03
ORD IDord-424a33c7ff4a4967b15f279e092981f9
Source noteuspto-grants-2004_03