HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → Methyl 4,5-dibromo-3-methoxythiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 4,5-dibromo-3-hydroxythiophene-2-carboxylate | HCID 2777613 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 4,5-dibromo-3-methoxythiophene-2-carboxylate | HCID 2808414 | 80% |
Reaction Steps
9.97 ml of a solution of iodomethane and then 29.44 g of K2CO3 are added, dropwise, to a solution of 34.35 g of methyl 4,5-dibromo-3-hydroxythiophene-2-carboxylate in 150 ml of DMF and the mixture is left to stir for 18 hours at AT. After cooling, the reaction mixture is diluted in 100 ml of ethyl ether and filtered, and the filtrate is concentrated under vacuum. The reaction crude is purified by silica gel chromatography, elution being carried out with heptane and then with a heptane/EtOAc mixture (85/15; v/v). 28.70 g of the expected compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08486971B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-8316e5bcded34f37960b332a2089cbd8 |
| Source note | uspto-grants-2013_07 |