Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2167886Generated: November 2, 2026

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

https://huagongshe.com/reaction/2167886

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 numberUS09045441B2
Source datasetuspto-grants-2015_06
ORD IDord-b0edee03cf9d4077906b809bdd829bfa
Source noteuspto-grants-2015_06