2-(Isopropylamino)ethanol → N-(2-((tert-butyldimethylsilyl)oxy)ethyl)propan-2-amine

HRID 2169132Notes

Reaction equation

HRID 2169132 reaction equation
[CH:1]([NH:4][CH2:5][CH2:6][OH:7])([CH3:3])[CH3:2].[C:8]([Si:12](Cl)([CH3:14])[CH3:13])([CH3:11])([CH3:10])[CH3:9].[Si](OCCNC)(C(C)(C)C)(C)C>>[Si:12]([O:7][CH2:6][CH2:5][NH:4][CH:1]([CH3:3])[CH3:2])([C:8]([CH3:11])([CH3:10])[CH3:9])([CH3:14])[CH3:13]

Participants

4

Reactant 3

HCID 79942-(Isopropylamino)ethanolHCID 28928tert-Butyldimethylsilyl chlorideHCID 16203640N-(2-(tert-Butyldimethylsilyloxy)ethyl)methylamine

Product 1

HCID 57917054N-(2-((tert-butyldimethylsilyl)oxy)ethyl)propan-2-amineYield 38%

Procedure

[2-(tert-Butyl-dimethylsilanyloxy)-ethyl]-isopropyl-amine (8-b) (20 gm, 37.4%) was synthesized as a yellow liquid from 2-isopropylamino-ethanol (18-b) (25 g, 242.31 mmol) and tert-butyl-chloro-dimethyl-silane (25.5 g, 242.31 mmol) following the procedure as described for [2-(tert-butyl-dimethylsilanyloxy)-ethyl]-methyl-amine (8-a).

Sources & evidence

ORD record
ord-6d1844a642a94b798d4c6f7abfcfd69c
Source dataset
uspto-grants-2015_06
Patent number
US09045486B2

Reaction notes

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