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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698395Generated: November 2, 2026

Dimethylformamide → HCID 86042697, compound

https://huagongshe.com/reaction/1698395

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantAmmonium ChlorideHCID 25517—
Reactant4-Bromo-2-(1,1-dimethylethyl)-N,N-diethylbenzenamineHCID 66671963—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86042697HCID 86042697102.2%

Reaction Conditions

Temperature-78 °C

Reaction Steps

3.6 g (13 mmol) of (4-bromo-2-tert-butylphenyl)-diethylamine are diluted in 100 ml of THF, under a stream of nitrogen. The medium is cooled to −78° C. and then 7.8 ml (20 mmol) of a 2.5M solution of nBuLi are added. After stirring for 45 minutes, 1.5 ml (20 mmol) of DMF are added and the solution is brought back to ambient temperature. After 15 minutes, the mixture is poured into a saturated solution of ammonium chloride and then extracted twice with ethyl acetate. The organic phase is dried over sodium sulphate and then concentrated to dryness. 3.1 g of 3-tert-butyl-4-diethylaminobenzaldehyde are obtained in the form of a yellow oil (yield=100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163952B2
Source datasetuspto-grants-2012_04
ORD IDord-fb66f79ea88d45e2a2f2498efbdd22a7
Source noteuspto-grants-2012_04