Literature DB >> 16268645

Simple, rapid procedure for the synthesis of chloromethyl methyl ether and other chloro alkyl ethers.

Martin A Berliner1, Katherine Belecki.   

Abstract

[Reaction: see text]. Zinc(II) salts catalyze the reaction between acetals and acid halides to provide haloalkyl ethers in near-quantitative yield. Reactions from millimole to mole scale are typically complete in 1-4 h with 0.01 mol % catalyst. The solutions of haloalkyl ethers thus obtained can be utilized directly in reactions in which the presence of the ester byproduct does not interfere. Excess haloalkyl ether is destroyed on workup, thereby minimizing exposure to this class of carcinogenic compounds.

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Year:  2005        PMID: 16268645     DOI: 10.1021/jo051344g

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

1.  Dinickel Bisphenoxyiminato Complexes for the Polymerization of Ethylene and α-Olefins.

Authors:  Madalyn Radlauer; Michael W Day; Theodor Agapie
Journal:  Organometallics       Date:  2012-03-08       Impact factor: 3.876

2.  Expanded substrate scope and improved reactivity of ether-forming cross-coupling reactions of organotrifluoroborates and acetals.

Authors:  Cam-Van T Vo; T Andrew Mitchell; Jeffrey W Bode
Journal:  J Am Chem Soc       Date:  2011-08-17       Impact factor: 15.419

3.  N-(4-Chloro-pyridin-2-yl)-N-(4-methyl-phenyl-sulfon-yl)acetamide.

Authors:  Stefanie Bühler; Dieter Schollmeyer; Wolfgang Albrecht; Stefan Laufer
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-11-27

4.  N-(4-Chloro-pyridin-2-yl)-N-meth-oxy-methyl-4-methyl-benzene-sulfonamide.

Authors:  Stefanie Bühler; Dieter Schollmeyer; Wolfgang Albrecht; Stefan Laufer
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-11-27

5.  Micro-total envelope system with silicon nanowire separator for safe carcinogenic chemistry.

Authors:  Ajay K Singh; Dong-Hyeon Ko; Niraj K Vishwakarma; Seungwook Jang; Kyoung-Ik Min; Dong-Pyo Kim
Journal:  Nat Commun       Date:  2016-02-26       Impact factor: 14.919

  5 in total

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