HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodine → 1-Cyclopropyl-2-(2-fluorophenyl)ethan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | Benzene, 1-(chloromethyl)-2-fluoro- | HCID 9580 | — |
| Reactant | N,N-Dimethylcyclopropanecarboxamide | HCID 140273 | — |
| Reactant | Magnesium | HCID 5462224 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-Cyclopropyl-2-(2-fluorophenyl)ethan-1-one | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394993B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-192ef729ef0f4e8eac16f35f9cdb9748 |
| Source note | uspto-grants-2013_03 |