Tetrahedron letters

An improved Williamson ether synthesis using phase transfer catalysis

HH Freedman, RA Dubois

Index: Freedman,H.H.; Dubois,R.A. Tetrahedron Letters, 1975 , # 38 p. 3251 - 3254

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Citation Number: 132

Abstract

The use of phase transfer catalysis 1 (PTC) for a practical synthesis of mixed ethers has thus far been limited to the methylation of elkoxides, generated from alcohols in 50% aqueous sodium hydroxide by dimethyl sulphate in the presence of a phase transfer catalyst. 2 We now report that good to excellent yields of a variety of unsymmetrical ethers can be obtained using inexpensive, primary alkyl chlorides. This greatly extends the utility of the PTC ...