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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1945181Generated: October 30, 2026

Iodine → 1-Cyclopropyl-2-(2-fluorophenyl)ethan-1-one

https://huagongshe.com/reaction/1945181

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodineHCID 807—
ReactantBenzene, 1-(chloromethyl)-2-fluoro-HCID 9580—
ReactantN,N-DimethylcyclopropanecarboxamideHCID 140273—
ReactantMagnesiumHCID 5462224—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product1-Cyclopropyl-2-(2-fluorophenyl)ethan-1-oneHCID 15289941—

Reaction Steps

A 1000 ml round-bottomed flask is filled with magnesium (10.7 g, 0.44 mol). Iodine (0.2 g) is sublimated to the magnesium, then diethyl ether (240 ml) is added and under reflux, a solution of 2-fluorobenzyl chloride (47.8 ml, 0.4 mol) and diethyl ether (80 ml) is added to the reaction mixture. The mixture is refluxed for 2 hours and at this temperature a solution of cyclopropanecarboxylic acid dimethylamide (36.2 g, 0.32 mol), prepared according to example 1, and tetrahydrofuran (200 ml) are added. The reaction mixture is stirred for half an hour and under cooling aqueous hydrogen chloride (160 ml, 1:1) is added dropwise to the mixture. The organic layer is dried and the residue is fractionated in vacuo.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394993B2
Source datasetuspto-grants-2013_03
ORD IDord-192ef729ef0f4e8eac16f35f9cdb9748
Source noteuspto-grants-2013_03