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ChemicalBook CAS DataBase List 2-[2-(2-AMINOETHOXY)ETHOXY]ETHANOL
6338-55-2

2-[2-(2-AMINOETHOXY)ETHOXY]ETHANOL synthesis

4synthesis methods
2-[2-(2-AZIDOETHOXY)ETHOXY]ETHANOL

86520-52-7

2-[2-(2-AMINOETHOXY)ETHOXY]ETHANOL

6338-55-2

The general procedure for the synthesis of 2-[2-(2-aminoethoxy)ethoxy]ethanol from 2-(2-(2-azidoethoxy)ethoxy)ethanol was as follows: 2-(2-(2-azidoethoxy)ethoxy)ethanol (0.7 g, 3.99 mmol) was dissolved in methanol (9 mL), followed by addition of a palladium/activated carbon catalyst (0.196 g) under stirring conditions . The reaction flask was subjected to three evacuation/hydrogen flush cycles to establish a hydrogen atmosphere. The progress of the reaction was monitored by thin layer chromatography (TLC), which showed the completion of the reaction after 8 hours. The reaction mixture was filtered through diatomaceous earth to remove the palladium/activated carbon catalyst. The filtrate was concentrated under reduced pressure to afford 2-[2-(2-aminoethoxy)ethoxy]ethanol as a colorless oil (0.6 g, quantitative yield).

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Yield:-

Steps:

Multi-step reaction with 3 steps
1: 88 percent / SOCl2 / 18 h / 80 °C
2: 98 percent / NaN3
3: 92 percent / H2 / Pd

References:

Gartiser, Thierry;Selve, Claude;Mansuy, Laurence;Robert, Alain;Delpuech, Jean-Jacques [Journal of Chemical Research, Miniprint,1984,# 9,p. 2672 - 2691]

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