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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1669997Generated: October 29, 2026

Cyclohexanone → HCID 67343263, compound

https://huagongshe.com/reaction/1669997

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexanoneHCID 7967—
Reactant(S)-1-Cbz-3-AminopyrrolidineHCID 1519355—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 67343263HCID 6734326399%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989634B2
Source datasetuspto-grants-2011_08
ORD IDord-604eb6d3055e48b4bf3e8a50446131a9
Source noteuspto-grants-2011_08