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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2169131Generated: November 2, 2026

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

https://huagongshe.com/reaction/2169131

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-(Methylamino)ethanolHCID 8016—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantDiisopropylethylamineHCID 81531—
SolventDichloromethaneHCID 6344—
ProductN-(2-(tert-Butyldimethylsilyloxy)ethyl)methylamineHCID 1620364071.4%

Reaction Steps

To a stirred solution of 2-methylamino-ethanol (18-a) (10 g, 133.13 mmol) in dichloromethane (200 mL) were added diisopropylethylamine (30.8 ml, 186.39 mmol) and tert-butyl-chloro-dimethyl-silane (20.06 g, 133.13 mmol) at room temperature. The mixture was stirred for 16 h. After completion of the reaction, water was added and the mixture was extracted with dichloromethane. The separated organic part was washed with water and was dried over sodium sulfate and concentrated under reduced pressure to get [2-(tert-butyl-dimethylsilanyloxy)-ethyl]-methyl-amine (8-a) (18 g, 71.39%) as a yellow liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045486B2
Source datasetuspto-grants-2015_06
ORD IDord-c3938262fd9b4e43928cba94db3b3569
Source noteuspto-grants-2015_06