HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 1-[2-(4-Bromo-2-methylphenoxy)ethyl]pyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Bromo-2-methylphenol | HCID 16896 | — |
| Reactant | 1-(2-Chloroethyl)pyrrolidine hydrochloride | HCID 81668 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-[2-(4-Bromo-2-methylphenoxy)ethyl]pyrrolidine | HCID 803223 | — |
Reaction Steps
4-Bromo-2-methylphenol (10 g, 53.5 mmol) and 1-(2-chloroethyl)pyrrolidine HCl (11 g, 64.7 mmol) were heated at 80° C. in 500 mL of DMF in the presence of K2CO3 (22 g, 159.2 mmol) for 16 h. After cooling, the crude product was filtered and concentrated in vacuo. The brown oily residue was purified by PrepLC (SiO2; gradient of 90:8:2 to 85:10:5 hexanes-THF-TEA) to afford 11.25 g (39.6 mmol; 74%) of the title compound as a clear, colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06265575B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-d2d91f4d47da4f238c4b57bd781218a2 |
| Source note | uspto-grants-2001_07 |