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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 334050Generated: October 25, 2026

Benzene, 1,3-diiodo- → 3-(3-Iodophenyl)-3-oxetanol

https://huagongshe.com/reaction/334050

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, 1,3-diiodo-HCID 12270—
ReactantAmmonium ChlorideHCID 25517—
Reactant3-OxetanoneHCID 15024254—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product3-(3-Iodophenyl)-3-oxetanolHCID 86688278—

Reaction Steps

2.55 mL (6.37 mmol) n-butyl lithium (2.5 M in THF) was added dropwise to a mixture of 2.00 g (6.06 mmol) 1,3-diiodobenzene in 40 mL THF under argon atmosphere at −70° C. The resulting mixture was stirred for 15 min 476 μL (7.28 mmol) 3-oxetanone was added and the mixture was stirred over night at RT. The mixture was worked up by adding saturated NH4Cl solution followed by extraction with EtOAc. The combined organic phases were dried over magnesium sulfate, filtered and concentrated in vacuo. The crude material was purified by HPLC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883789B2
Source datasetuspto-grants-2014_11
ORD IDord-318a8a5cad21415f8162d4a86d0ffd30
Source noteuspto-grants-2014_11