HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dichloropropene → Methyl 2-[N-(5-bromo-2-(2-chloroallyloxy)benzyl)-N-ethylamino]-5-pyridyl-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Dichloropropene | HCID 6565 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-[N-(5-Bromo-2-hydroxybenzyl)-N-ethylamino]pyridine-5-carboxylic Acid | HCID 22622536 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 2-[N-(5-bromo-2-(2-chloroallyloxy)benzyl)-N-ethylamino]-5-pyridyl-carboxylate | HCID 11102232 | 87.5% |
Reaction Steps
A solution of methyl 2-[N-(5-bromo-2-hydroxybenzyl)-N-ethylamino]-5-pyridylcarboxylate (reference example 7) (0.73 g, 2 mM) in DMF (12 ml) was treated with K2CO3 (0.83 g, 6 mM) and 2,3-dichloro-1-propene (0.490 g, 44 mM). The reaction was allowed to stir at ambient temperature for 48 hours. The reaction was evaporated at reduced pressure. The residue was subjected to chromatography (eluant: ethyl acetate/hexane) to give the title compound as a white solid (0.8 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06100258 |
| Source dataset | uspto-grants-2000_08 |
| ORD ID | ord-01d968de8b564c1ea41c9e3ce58fba03 |
| Source note | uspto-grants-2000_08 |