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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2066552Generated: October 30, 2026

Tetrahydro-4H-pyran-4-one → HCID 58117128, compound

https://huagongshe.com/reaction/2066552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydro-4H-pyran-4-oneHCID 121599—
ReactantN-BOC-ethylenediamineHCID 187201—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Solvent1,2-DichloroethaneHCID 11—
SolventWaterHCID 962—
SolventAmmonium HydroxideHCID 14923—
ProductHCID 58117128HCID 5811712899.7%

Reaction Steps

To a solution of (2-amino-ethyl)-carbamic acid tert-butyl ester (5 g, 31.2 mmol) in DCE (150 mL) was added tetrahydro-pyran-4-one (2.7 mg, 27.1 mmol). The mixture was stirred at RT for 1 h, then sodium triacetoxyborohydride (8.63 g, 40.7 mmol) was added and stirring was continued for 18 h. The reaction mixture was diluted with NH4OH 10% in water and extracted with DCM. The organic layer was separated, dried (Na2SO4) and concentrated in vacuo to give the title compound as colourless oil (6.60 g, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08293735B2
Source datasetuspto-grants-2012_10
ORD IDord-fa8ad712eda9492b8fb782cb86cd28b0
Source noteuspto-grants-2012_10