HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Bromide → 2-Pyrrolidinone, 5-(heptyloxy)-1-(phenylmethyl)-, (+-)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 5-(n-Heptyloxy)-pyrrolidin-2-one | HCID 15696564 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Pyrrolidinone, 5-(heptyloxy)-1-(phenylmethyl)-, (+-)- | HCID 3077964 | 78.2% |
Reaction Steps
To a mixture of 4 g of 5-(n-heptyloxy)-pyrrolidin-2-one, 1.68 g of potassium hydroxide hydrated to 85% and 0.4 g of tetra-n-butylammonium bromide in 55 cm3 of tetrahydrofuran, there is added a solution of 3.43 g of benzyl bromide in 20 cm3 of tetrahydrofuran, operating at 20° C. to 25° C. After agitating for 1 hour at ambient temperature, filtering, and evaporating the solvent to dryness under reduced pressure, the residue is chromatographed on silica (eluent: ethyl acetate--n-hexane, 1-2), and 4.54 g of the expected product is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04882350 |
| Source dataset | uspto-grants-1989_11 |
| ORD ID | ord-408876085bf447b188c1e009e8744c64 |
| Source note | uspto-grants-1989_11 |