HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thiazole → HCID 59298225, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thiazole | HCID 9256 | — |
| Reactant | Tert-butyl 3-oxopyrrolidine-1-carboxylate | HCID 471360 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 59298225 | HCID 59298225 | 70.4% |
Reaction Steps
1.600 M of n-Butyllithium in hexane (1.0×10−1 mL) was added to 1,3-thiazole (0.958 mL, 0.0135 mol) in THF (20 mL) at −78° C. After 30 minutes, tert-butyl 3-oxopyrrolidine-1-carboxylate (2.50 g, 0.0135 mol) in THF (10 mL) was added, and the mixture was slowly warmed to room temperature overnight. The reaction was quenched with water, and the reaction mixture was extracted with ethyl acetate, dried with MgSO4, filtered and concentrated. The residue was purified by flash column (50% EtOAc/hexanes to pure EtOAc) to give the desired product (2.57 g, 70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07776874B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-e83be1d62f2d4b8faf1ca71b7700bda8 |
| Source note | uspto-grants-2010_08 |