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2-(Diethylamino)ethanethiol, a New Reagent for the Odorless Deprotection of Aromatic Methyl Ethers
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2006-08-11 00:00:00 , DOI: 10.1021/jo0611059
Javier Magano 1 , Michael H. Chen 1 , Jerry D. Clark 1 , Thomas Nussbaumer 1
Affiliation  

A new reagent for the deprotection of aromatic methyl ethers, 2-(diethylamino)ethanethiol, is reported. This compound, commercially available as its HCl salt, affords the corresponding phenols in good to excellent yields on a wide variety of substrates. A clear advantage of this method over the use of more common thiols, such as ethanethiol, is the easy extraction of both the deprotecting reagent and the byproduct 2-(diethylamino)ethyl methyl sulfide into the aqueous phase by quenching with dilute acid, which allows an essentially odorless workup.

中文翻译:

2-(二乙氨基)乙硫醇,一种无臭的芳香甲基醚脱保护新试剂

报道了一种用于芳族甲基醚的脱保护的新试剂2-(二乙基氨基)乙硫醇。这种化合物以其HCl盐的形式商购可得,可在多种底物上以高至极好的收率提供相应的酚。与使用更常见的硫醇(如乙硫醇)相比,此方法的明显优势在于,通过用稀酸淬灭,可以轻松地将脱保护剂和副产物2-(二乙氨基)乙基甲基硫化物萃取到水相中,从而实现基本上无味的处理。
更新日期:2006-08-11
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