1,1,1-Trimethoxy-2-methylpropane → HCID 10351919, compound

Participants

Reaction Steps

To a mixture of 3.8 g (25.6 mmol) of 1,1,1-trimethoxyisobutane and 3 g (28.8 mmol) of 2(R),4(R)-dihydroxypentane in 100 ml of toluene was added 200 mg of PPTS and the resulting reaction mixture was allowed to reflux under nitrogen for 20 hours while azeotroping methanol formed using the Dean-Stark trap. The reaction mixture was cooled, washed successively with saturated sodium bicarbonate solution, water, and brine. The toluene layer was dried, the solvent was concentrated under nitrogen, and the residue was distilled to afford 2.1 g (52.5%) of 2-isopropylidene-4(R),6(R)-dimethyl-1,3-dioxane (Formula V: R3 =R4 =CH3 ; R5 and R6 together are (R,R)--O--CH(CH3)CH2CH(CH3)O--), b.p. 95°-100° C./10 mm.

Provenance & Evidence