HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Bromide → 2-Pyrrolidinone, 5-(hexyloxy)-1-(phenylmethyl)-, (+-)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 5-(n-Hexyloxy)-pyrrolidin-2-one | HCID 15696563 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Pyrrolidinone, 5-(hexyloxy)-1-(phenylmethyl)-, (+-)- | HCID 3077963 | 70% |
Reaction Steps
To a mixture of 3.5 g of 5-(n-hexyloxy)-pyrrolidin-2-one, 1.58 g of potassium hydroxide hydrated to 85% and 0.35 g of tetra-n-butylammonium bromide in 50 cm3 of tetrahydrofuran, there is added, at 20° C. to 25° C. a solution of 3.23 g of benzyl bromide in 20 cm3 of tetrahydrofuran. After agitating for 1 hour at ambient temperature, filtering, evaporating to dryness and chromatographing the residue on silica (eluent: ethyl acetate--n-hexane, 1-2), 3.64 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-0f05671b4b534c9eb2e3a7b466c04e34 |
| Source note | uspto-grants-1989_11 |