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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76128Generated: October 27, 2026

Isopropanol → 4-Iodo-2-isopropoxypyridine

https://huagongshe.com/reaction/76128

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant4-Iodo-1,2-dihydropyridin-2-oneHCID 20582535—
SolventDichloromethaneHCID 6344—
Product4-Iodo-2-isopropoxypyridineHCID 66614013—

Reaction Conditions

Temperature0 °C

Reaction Steps

To 2.30 g (10.4 mmol) 4-iodo-1H-pyridin-2-one in 130 mL DCM are added 0.88 mL (11.4 mmol) 2-propanol and 3.00 (11.4 mmol) triphenylphosphine. After cooling down to 0° C. 2.23 mL (11.4 mmol) DIAD are added dropwise. After 5 min the cooling is removed and the mixture is stirred at r.t. for 2 h. The reaction mixture is washed with water and brine, dried with Na2SO4 and the solvent is removed in vacuo. The crude product is purified by column chromatography (silica gel, heptane/EtOAc 90/10).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835472B2
Source datasetuspto-grants-2014_09
ORD IDord-a7ee215bd57a4055a728196eeb8cfebe
Source noteuspto-grants-2014_09