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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2075227Generated: November 1, 2026

Trifluoroacetic acid → HCID 58415249, compound

https://huagongshe.com/reaction/2075227

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantBis(pyridine)iodonium tetrafluoroborateHCID 10883201—
Reactant3-[(4-Methoxyphenyl)methyl]pyridineHCID 23553263—
SolventDichloromethaneHCID 6344—
ProductHCID 58415249HCID 58415249—

Reaction Steps

Bis(pyridine)iodonium tetrafluoroborate (1.35 g, 3.64 mmol) was added to a solution of 3-(4-methoxybenzyl)pyridine (720 mg, 3.64 mmol) in 9:1 TFA:DCM (20 mL) and the mixture was stirred for 1 h at 0° C. The ice bath was removed and the reaction was stirred for 2 h. EtOAc was added and the mixture was washed with water twice, satd. sodium thiosulfate twice, dried over MgSO4, concentrated in vacuo, and purified by column chromatography to give 3-(3-iodo-4-methoxybenzyl)pyridine as a yellow oil. MS (ESI) m/z: Calculated: 325.0; Observed: 326.3 (M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919519B2
Source datasetuspto-grants-2011_04
ORD IDord-0579b92390174d34801aae2d489b4f63
Source noteuspto-grants-2011_04