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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2218665Generated: October 26, 2026

2-(Trifluoromethyl)benzeneboronic acid → 5-(2-Trifluoromethyl-benzylidene)-10,11-dihydro-5H-dibenzo[a,d]cycloheptene

https://huagongshe.com/reaction/2218665

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Trifluoromethyl)benzeneboronic acidHCID 2734387—
Reactant5-bromomethylene-10,11-dihydro-5H-dibenzo[a,d]cyclohepteneHCID 5257940—
Product5-(2-Trifluoromethyl-benzylidene)-10,11-dihydro-5H-dibenzo[a,d]cyclohepteneHCID 59770078—

Reaction Steps

Combine 5-bromomethylene-10,11-dihydro-5H-dibenzo[a,d]cycloheptene (0.5 g, 1.75 mmol) and 2-(trifluoromethyl)phenyl boronic acid (0.33 g, 1.75 mmol) using procedures essentially as described in Example 219, below. Pass through a plug of silica gel equilibrated with hexanes. Concentrate the filtrate to give the title product. Analysis for C23H17F3: Calcd: C, 78.84 H, 4.89; Found: C, 78.65 H, 4.96. HPLC (ISO80-10M)) t=16.67 min (99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07411072B2
Source datasetuspto-grants-2008_08
ORD IDord-d1aa0434c3ec407ab655ea8d2b3939c6
Source noteuspto-grants-2008_08