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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 932173Generated: October 30, 2026

Diethyl Ether → 1-(6-Chloropyridin-2-yl)propan-1-ol

https://huagongshe.com/reaction/932173

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant6-Chloro-2-pyridinecarboxaldehydeHCID 10796848—
ReactantHCID 178418443HCID 178418443—
SolventTetrahydrofuranHCID 8028—
Product1-(6-Chloropyridin-2-yl)propan-1-olHCID 58574002—

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of 6-chloropicolinaldehyde (1.00 g, 7.06 mmol) in 20 mL of THF at −78° C. was added ethylmagnesium bromide, 3.0 M solution in diethyl ether (3.53 mL, 10.60 mmol) slowly. The reaction mixture was stirred at −78° C. for 2 h. The reaction mixture was quenched with sat'd NH4Cl aqueous solution, and extracted with ether (3×100 mL). The combined organic layers were dried over Na2SO4 and evaporated to provide the crude product. The crude product was purified by chromatography on silica gel, eluting with 10 to 60% EtOAc/hexane to provide the title compound. Mass Spectrum (ESI) m/z=172 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296736B2
Source datasetuspto-grants-2016_03
ORD IDord-312c872aceed47c7b66e5eb7e7943fb8
Source noteuspto-grants-2016_03