ethylene glycol dimethyl ether

n-butyllithium; diisopropylamine in tetrahydrofuran; hexane 1.) -78 deg C, 3 min, 2.) 1.5 h; Title compound not separated from byproducts;

n-butyllithium; tetrabenzyl pyrophosphate; hydrogen; diisopropylamine; palladium on activated charcoal 1.) THF, hexane, -78 deg C, 3 min; 1.5 h, 2.) MeOH, 60 psig, 3 h; Yield givenMultistep reaction;