1,1,1-Trimethoxy-2-methylpropane → HCID 10081181, compound

Participants

Reaction Steps

A mixture of 15.6 g (0.105 mol) of 1,1,1-trimethoxyisobutane, 10 g (0.0962 mol) of 2(S),4(S)-dihydroxypentane, and 251 mg of PPTS in 150 ml of toluene (dried over 3° A sieves) was allowed to reflux under argon for 11/2 hours while azeotroping water formed using the Dean-Stark trap. The reaction mixture was cooled, 1.2 g of potassium tert. butoxide was added, and the solvent was distilled. Ether (100 ml) was added to the residue, passed through a supercel pad eluting with 300 ml of ether, and the combined solvent was distilled in vacuo (<40° C.). The residue was distilled to afford 14.3 g (79.4%) of 2-isopropyl-2-methoxy-4(R),6(R)-dimethyl-1,3-dioxane, b.p. 78°-82° C./15 mm.

Provenance & Evidence