HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → 2-Pyrrolidinone, 1-benzoyl-5-(hexyloxy)-, (+-)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | 5-(n-Hexyloxy)-pyrrolidin-2-one | HCID 15696563 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 2-Pyrrolidinone, 1-benzoyl-5-(hexyloxy)-, (+-)- | HCID 3077954 | — |
Reaction Steps
16 cm3 of a 1.6M solution of butyllithium in hexane is added at -70° C. to 4.5 g of 5-n-hexyloxy pyrrolidin-2-one in solution in 130 cm3 of anhydrous tetrahydrofuran. Agitation is carried out for 20 minutes at -70° C. and under the same conditions a solution of 3.4 g of benzoyl chloride in 20 cm3 of tetrahydrofuran is added. After allowing to return to ambient temperature and concentration under reduced pressure, the residue is chromatographed on silica (eluent: toluene-ethyl acetate 8-2). 3.3 g of the product sought is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04948804 |
| Source dataset | uspto-grants-1990_08 |
| ORD ID | ord-f4103594b0de49c88cdc27a230d885ad |
| Source note | uspto-grants-1990_08 |