Synthesis of methyl‐substituted lariat ethers containing a 13‐crown‐4 ring

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Abstract
Convenient synthetic procedures for preparing two kinds of methyl‐substituted lariat ethers containing a 13‐crown‐4 ring, 1 and 2, are described. Compounds 1a‐1c were obtained from the reaction of 2‐bromomethyl‐2‐methyl‐13‐crown‐4 (5) with the appropriate alkoxide. Compound 5 was prepared without the need for prior protection of the bromomethyl group. For the synthesis of compounds 2a‐2c, which possess an electron‐donating group on the central carbon of the trimethyl moiety of the 13‐crown‐4 ring, the substituents were introduced before cyclization.