HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 2,6-dichloro-4-methylnicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,6-Dichloro-4-methylpyridine-3-carboxylic acid | HCID 676121 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 2,6-dichloro-4-methylnicotinate | HCID 70700301 | 98.7% |
Reaction Steps
A mixture of 2,6-dichlor-4-methylpyridin-3-carboxylic acid (100 g, 485 mmol) and potassium carbonate (100 g, 728 mmol) in dimethylformamide (1.25 I) is stirred for 30 h at RT before ethyl iodide (59.5 ml, 728 mmol) is added and stirring is continued for 18 h. After completion of the reaction, water is added and the mixture is extracted with ethyl acetate (3×). The combined organic layers are washed with water (2×) and brine (1×), dried over magnesium sulphate and evaporated to dryness to yield 2,6-dichloro-4-methyl-pyridine-3-carboxylic acid ethyl ester (112 g), which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09168259B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-28981a85e8064fbab441185c086ed825 |
| Source note | uspto-grants-2015_10 |