Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1463425Generated: November 2, 2026

Water → HCID 10445976, compound

https://huagongshe.com/reaction/1463425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-BromopyridineHCID 12286—
ReactantHCID 13608350HCID 13608350—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 10445976HCID 10445976—

Reaction Conditions

Temperature-60 °C

Reaction Steps

Then 48 ml of a 1.6M solution of n-butyllithium in hexane was added thereto. After cooling to -60° C., 7.4 ml of 3-bromopyridine was added thereto in portions. Then the mixture was stirred at -60° C. for 30 minutes and a solution of 9.9 g of 2,4-dimethyl-3,6-dimethoxybenzaldehyde in 100 ml of dry ether and 40 ml of dry tetrahydrofuran was added dropwise thereto. After the completion of the addition, the cooling bath was taken off. When the temperature of the reaction mixture reached -10° C., water was added thereto and the mixture was extracted with ethyl acetate. After washing with a saline solution and drying, the solvent was distilled off. Then the residue was purified by silica gel column chromatography (ethyl acetate: hexane=1:5-5:1). Thus 14.0 g of the title compound was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05300518
Source datasetuspto-grants-1994_04
ORD IDord-fc834ceda9dc426a868cbf84c5eee141
Source noteuspto-grants-1994_04