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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1492003Generated: October 28, 2026

Diethyl Ether → HCID 18953733, compound

https://huagongshe.com/reaction/1492003

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant3-BromopyridineHCID 12286—
ReactantHCID 18953744HCID 18953744—
ReactantButyllithiumHCID 178418339—
SolventHexaneHCID 8058—
ProductHCID 18953733HCID 18953733—

Reaction Conditions

Temperature-20 °C

Reaction Steps

A solution of 18.96 g (0.12 mole) of 3-bromopyridine in 50 ml of ether is added dropwise into a 54.72 ml (0.11 mole) of 2.01M n-butyllithium in hexane in 550 ml of ether at -78° C. with stirring under argon over a period of 20 min. The mixture is stirred for another 1/2 h and a solution of 30.35 g (0.0902 mole) of 2-[3-(2-methoxyethoxymethoxy)propyl]-2-(2-methoxyethoxymethoxy)-γ-butyrolactone in 30 ml of ether is added dropwise over a period of 10 min. The mixture is stirred at -78° C. for 2 h, allowed to warm up to -20° C., quenched with 15 ml of saturated aqueous ammonium chloride and washed with water and brine. The ether layer is dried (MgSO4) and evaporated to give 2,5-bis-(2-methoxyethoxymethoxy)-3-nicotinoyl-hexan-1-one as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05371096
Source datasetuspto-grants-1994_12
ORD IDord-a756c11a81654a0db320023eed030fcd
Source noteuspto-grants-1994_12