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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2401475Generated: October 30, 2026

Imidazole → N-(2-(tert-Butyldimethylsilyloxy)ethyl)methylamine

https://huagongshe.com/reaction/2401475

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
Reactant2-(Methylamino)ethanolHCID 8016—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
SolventDichloromethaneHCID 6344—
ProductN-(2-(tert-Butyldimethylsilyloxy)ethyl)methylamineHCID 16203640101.2%

Reaction Steps

A solution of tert-butyldimethylchlorosilane (4.2 g, 27.9 mmol) in dichloromethane (10 mL) was added dropwise over 3 min to a stirred solution of 2-(methylamino)ethanol (2.0 g, 26.6 mmol) and imidazole in dichloromethane (20 mL) at room temperature. The resulting mixture was stirred at room temperature for 1 h. Water (20 mL) was added and the phases were separated. The aqueous phase was extracted with dichloromethane then the combined organic phases were passed through a phase separation cartridge and the solvent removed under reduced pressure to afford a colorless oil (5.10 g, 95%). This was taken through to the next step with no further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796296B2
Source datasetuspto-grants-2014_08
ORD IDord-b8e5d385509d448298a373b7660d8fae
Source noteuspto-grants-2014_08