HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (3R)-4-(4-chloro-2-butynyl)-3-ethylmorpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,4-Dichloro-2-butyne | HCID 13182 | — |
| Reactant | (3R)-3-Ethylmorpholine--hydrogen chloride (1/1) | HCID 60146101 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (3R)-4-(4-chloro-2-butynyl)-3-ethylmorpholine | HCID 54431099 | — |
Reaction Steps
A mixture of (3R)-3-ethylmorpholine hydrochloride (0.2 g), 1,4-dichloro-2-butyne (0.5 ml) and potassium carbonate (0.71 g) in N,N-dimethylformamide (10 ml) was stirred at room temperature for 2 hours. After removal of the solvent, ethyl acetate and sodium hydrogen carbonate solution were added thereto. The organic layer was separated and the aqueous layer was extracted with ethyl acetate twice. The combined organic layer was dried over magnesium sulfate and evaporated in vacuo. The residue was purified by column chromatography on silica gel with a mixture of ethyl acetate and n-hexane (1:1) as an eluent to give (3R)-4-(4-chloro-2-butynyl)-3-ethylmorpholine (0.2 g) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06924278B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-f6a537e5636f4fd5940642f6e1b2bf35 |
| Source note | uspto-grants-2005_08 |