HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexanone → HCID 67343263, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexanone | HCID 7967 | — |
| Reactant | (S)-1-Cbz-3-Aminopyrrolidine | HCID 1519355 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 67343263 | HCID 67343263 | 99% |
Reaction Steps
To a solution of (3S)-1-Cbz-3-aminopyrrolidine (4.11 g, 16.0 mmol) and cyclohexanone (2.36 g, 24.0 mmol) in DCE (50 mL) was slowly added NaBH(OAc)3 (6.78 g, 32.0 mmol) at rt. The reaction mixture was quenched after 4 h using a saturated aqueous NaHCO3 solution and extracted with DCM followed by EtOAc. The combined organic extracts were washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The crude residue was purified by flash chromatography (EtOAc/Hex=2/1) to give the title compound (4.79 g, 98.1%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07989634B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-604eb6d3055e48b4bf3e8a50446131a9 |
| Source note | uspto-grants-2011_08 |