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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 920569Generated: October 30, 2026

Diethyl Ether → Butyl-(2,6-diethyl-benzylidene)-amine

https://huagongshe.com/reaction/920569

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantButyl-(2,6-difluoro-benzylidene)-amineHCID 58951816—
ReactantHCID 178418443HCID 178418443—
SolventTetrahydrofuranHCID 8028—
ProductButyl-(2,6-diethyl-benzylidene)-amineHCID 66652926—

Reaction Steps

To a solution of butyl-(2,6-difluoro-benzylidene)-amine (1.10 g; 5.58 mmol) in THF (25 mL) was added dropwise a solution of ethylmagnesium bromide in Et2O (4.1 ml; 3.00 mol/l; 12.3 mmol) at −10° C. After the addition was completed the reaction mixture was stirred at RT for 4 hours. The reaction mixture was quenched by dropwise addition of a 5% aqueous NaHCO3-solution, and then extracted with EtOAc. The combined organic layers were dried (Na2SO4), filtered, and concentrated in vacuo to afford butyl-(2,6-diethyl-benzylidene)-amine (1.10 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273017B2
Source datasetuspto-grants-2016_03
ORD IDord-ee3a2b43588f482993d970cb71718331
Source noteuspto-grants-2016_03