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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 548667Generated: October 28, 2026

Diethyl Ether → N-(2-(tert-Butyldimethylsilyloxy)ethyl)methylamine

https://huagongshe.com/reaction/548667

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant2-(Methylamino)ethanolHCID 8016—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantDiisopropylethylamineHCID 81531—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductN-(2-(tert-Butyldimethylsilyloxy)ethyl)methylamineHCID 16203640100.9%

Reaction Steps

DIPEA (2.45 mL, 14.0 mmol) and tert-butyldimethylsilyl chloride (1.51 g, 10.0 mmol) were added to a solution of 2-(methylamino)ethanol (751 mg, 10.0 mmol) in dry DCM (25 mL) under argon and the reaction mixture allowed to stir at RT for 16 hours. Diethyl ether (50 mL) and water (50 mL) were added to the reaction mixture and the aqueous phase was extracted with diethyl ether (3×30 mL). The combined extracts were dried (MgSO4), filtered and evaporated to give a pale yellow oil which was dried under high vacuum to give the title compound (1.91 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943607B2
Source datasetuspto-grants-2011_05
ORD IDord-11898ff37cf34a6fb3edf422f74d571e
Source noteuspto-grants-2011_05