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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1500208Generated: November 2, 2026

4-Chlorophenylboronic acid → HCID 15191520, compound

https://huagongshe.com/reaction/1500208

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chlorophenylboronic acidHCID 74299—
ReactantSodium TetrafluoroborateHCID 4343483—
ReactantDiphenyliodonium TetrafluoroborateHCID 11122160—
ReactantHCID 11824637HCID 11824637—
SolventDichloromethaneHCID 6344—
ProductHCID 15191520HCID 1519152093.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

4-Chlorophenylboronic acid (3.0 g, 8.2 mmol), methylene chloride (82 ml) and boron trifluoride ethyl ether complex (1.29 g, 9.1 mmol) were charged and cooled to 0° C. A solution of diacetoxy(2,4,6-trimethylphenyl)iodine (III) (3.0 g, 8.2 mmol) synthesized in (i) in methylene chloride (82 ml) was added dropwise, and the reaction was carried out at 0° C. for 1.5 hours. A saturated aqueous solution of sodium fluoroborate (18.1 g, 164.8 mmol) was added dropwise, and the mixture was extracted with addition of water and methylene chloride. The organic layer was dried with anhydrous sodium sulfate, concentrated to dryness under reduced pressure, and purified by recrystallization to give the title compound (3.36 g, 93.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206129B2
Source datasetuspto-grants-2015_12
ORD IDord-a2e25adc78164c389eab0b6de33af9ce
Source noteuspto-grants-2015_12