HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → (2R)-1-[4-(4-iodophenoxy)butyl]-2-methylpyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (R)-2-Methylpyrrolidine | HCID 641544 | — |
| Reactant | 1-(4-Chlorobutoxy)-4-iodobenzene | HCID 58186898 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (2R)-1-[4-(4-iodophenoxy)butyl]-2-methylpyrrolidine | HCID 58186896 | 89% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a suspension of (2R)-2-methylpyrrolidine (0.8 g) and cesium carbonate (1.7 g) in acetonitrile (5 mL), 1-(4-chlorobutoxy)-4-iodobenzene obtained in Example 61-(1) (1.4 g) was added and the mixture was heated to 100° C., at which it was stirred for 9 hours. The reaction mixture was cooled to room temperature and filtered to remove insoluble materials, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by NH-type silica gel column chromatography (eluting solvent: n-hexane:ethyl acetate=9:1 to 1:1) to give the titled compound (1.4 g, 89%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183387B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-7d1eb45a9300477ab8f4bb8eb8f4c8e9 |
| Source note | uspto-grants-2012_05 |