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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2361745Generated: October 31, 2026

Tetrahydro-4H-pyran-4-one → HCID 43608624, compound

https://huagongshe.com/reaction/2361745

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydro-4H-pyran-4-oneHCID 121599—
Reactant4-Bromo-2-chloroanilineHCID 610169—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 43608624HCID 43608624—

Reaction Steps

A mixture of 4-bromo-2-chloro-phenylamine (0.5 g, 2.422 mmol), tetrahydropyran-4-one (1.308 ml, 10.898 mmol), and sodium triacetoxyborohydride (2.31 g, 10.898 mmol) in DCE (20 ml) was stirred at room temperature for 16 h. The reaction mixture was washed with NaHCO3 (aqueous sat. solution), dried (Na2SO4) and the solvent was evaporated in vacuo. The residue was purified by column chromatography (silica gel; heptane/DCM up to 40% as eluent). The desired fractions were collected and evaporated in vacuo to yield compound D13 (0.383 g, 52%) as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691813B2
Source datasetuspto-grants-2014_04
ORD IDord-f2a4bc3c2b4448eaa08b1690e564a28b
Source noteuspto-grants-2014_04