HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium tri-s-butylborohydride → HCID 66661829, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium tri-s-butylborohydride | HCID 3611392 | — |
| Reactant | HCID 66662325 | HCID 66662325 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66661829 | HCID 66661829 | 60.1% |
Reaction Steps
To a solution of benzyl 3-oxo-4-phenylpyrrolidine-1-carboxylate (200 mg, 0.0007 mol) in tetrahydrofuran (2.0 mL, 0.025 mol) under a N2 atmosphere at −78° C. was added L-Selectride® in tetrahydrofuran (1M, 4.1 mL) with stirring. The mixture was stirred at this temperature for 1.5 hours. LCMS indicated that the starting material was consumed and the reaction was quenched with water. The solution was adjusted to pH ˜6 to 7 and was extracted with EtOAc. The organic extract was washed with brine, dried over Na2SO4, filtered and the filtrate was concentrated. The resulting residue was purified with Combiflash, eluting with EtOAc/hexane to afford the product (125 mg). LCMS: m/z 298.0 (M+H+); 320.0 (M+Na+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08058288B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-210e81e0794447b1b1998fe068fd5ad9 |
| Source note | uspto-grants-2011_11 |