Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1945182Generated: October 31, 2026

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

https://huagongshe.com/reaction/1945182

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodineHCID 807—
ReactantBenzene, 1-(chloromethyl)-2-fluoro-HCID 9580—
ReactantN,N-DimethylcyclopropanecarboxamideHCID 140273—
ReactantMagnesiumHCID 5462224—
SolventTetrahydrofuranHCID 8028—
Solventtert-Butyl methyl etherHCID 15413—
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 tert-butyl methyl ether (240 ml) is added and under boiling, a solution of 2-fluorobenzyl chloride (47.8 ml, 0.4 mol) and tert-butyl methyl 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-33c31a54c06c4508bd40ead91c820eee
Source noteuspto-grants-2013_03