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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1275747Generated: October 31, 2026

1-Bromo-3-chlorobenzene → HCID 22117504, compound

https://huagongshe.com/reaction/1275747

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-3-chlorobenzeneHCID 7928—
ReactantFluorenoneHCID 10241—
ReactantAmmonium ChlorideHCID 25517—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
ProductHCID 22117504HCID 22117504—

Reaction Conditions

Temperature-40 °C

Reaction Steps

A 2.5M solution of butyllithium in hexanes (1.8 eq), (Aldrich) was added dropwise to a solution of 1-bromo-3-chlorobenzene (1.5 eq) in anhydrous diethyl ether with stirring under argon at -40° C. After stirring at room temperature for 0.5 h, a solution of 9-fluorenone (1 eq), (Aldrich) in anhydrous diethyl ether was added dropwise to the mixture with stirring and cooling at 0° C. The reaction mixture was stirred at room temperature for 1 h, poured into a saturated solution of ammonium chloride and extracted with dichloromethane. The combined dichloromethane extracts were washed with brine, dried (MgSO4), the solvent evaporated and the residue chromatographed on silica gel column with 10% ethyl acetate in hexanes to give the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06162824
Source datasetuspto-grants-2000_12
ORD IDord-b43ca4290dc9431c941696e62f3840d4
Source noteuspto-grants-2000_12