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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 238500Generated: October 27, 2026

2-(Dimethylamino)ethanol → (2-[4-(Tert-butyl)-2-nitrophenoxy]-ethyl)dimethylamine

https://huagongshe.com/reaction/238500

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Dimethylamino)ethanolHCID 7902—
ReactantPhenol, 4-(1,1-dimethylethyl)-2-nitro-HCID 18661—
ReactantDiethyl azodicarboxylateHCID 5462977—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product(2-[4-(Tert-butyl)-2-nitrophenoxy]-ethyl)dimethylamineHCID 21959559—

Reaction Steps

To a mixture of 2-nitro-4-tert-butylphenol (2 g) and N,N-dimethylethanolamine (1.3 g) and PPh2 (4 g) in THF (50 ml) was added DEAD (2.6 ml). The reaction was stirred at RT for 1 h, diluted with EtOAc (50 ml) and washed with 1 N HCl twice. The aqueous layer was basified with NaHCO3, extracted with EtOAc twice and washed with H2O and brine. The organic layer was dried over Na2SO4 and evaporated to give {2-[4-(tert-butyl)-2-nitrophenoxy]-ethyl}dimethylamine, was used in next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642624B2
Source datasetuspto-grants-2014_02
ORD IDord-801b37de490b4ead84a0006f4ec8a71d
Source noteuspto-grants-2014_02