Magano Javier, Chen Michael H, Clark Jerry D, Nussbaumer Thomas
Research API, Pfizer Global R&D, 2800 Plymouth Road, Ann Arbor, MI 48105, USA.
J Org Chem. 2006 Sep 1;71(18):7103-5. doi: 10.1021/jo0611059.
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.
报道了一种用于脱除芳基甲基醚保护基的新试剂——2-(二乙氨基)乙硫醇。该化合物以其盐酸盐形式市售，能在多种底物上以良好至优异的产率得到相应的酚。与使用更常见的硫醇（如乙硫醇）相比，该方法的一个明显优势是，通过用稀酸淬灭，脱保护试剂和副产物2-(二乙氨基)乙基甲基硫醚都能轻松萃取到水相中，从而实现基本无气味的后处理。
