Bromomethyl methyl ether

Kovac and colleagues20 prepared the bromide 1 in high yield by treating methyl tetra-O-acetyl-a- or -/3-D-glucopyranuronate (3) with di-bromomethyl methyl ether in the presence of zinc chloride the same type of reaction,21 but using boron trifluoride etherate as the catalyst,22 led20 to selective conversion of the 1,2-trans isomer of 3 into the fi an-omer of 1. 

Silyl enol ethers react with bromomethyl methyl ether in the presence of a catalytic amount of SnBrg to yield a-bromomethyl ketones (Eq. 9) [18]. Other tin halides such as SnFg and SnClg can be used successfully in the reaction. 

Bromomethyl methyl ether (Methoxymethyl bromide), BrCH2OCH3. Mol. wt. 124.97, b.p. 87°. Supplier Aldrich. 

Bromomethyl methyl ether resin (14) was prepared from PS-SO2CI by treatment with ethanolamine followed by formaldehyde-HBr (eq 16). Resin 14 was used to bromomethy-late aromatic substrates (eq 17), thus providing an alternative to highly carcinogenic halomethylating reagents such as chloromethyl methyl ether. 

III-G 8. Bromo(methoxy)methane (Bromomethyl Methyl Ether, CH30CH2Br)... 

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