2-propylpropane-1,3-diol → HCID 21993300, compound

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Reaction Steps

2-Propyl-1,3-propanediol 17.4 g (147 mol) and the above 3-(4-trifluoromethylphenyl)propanal 20.0 g (98.9 mmol) were dissolved in toluene 200 ml, and PTS 1 g was added, and the mixture was refluxed with heating for 3 hours while removing water formed with Dien-Stark. The reactant was washed with a saturated sodium bicarbonate aqueous solution, and then with saturated sodium chloride aqueous solution, and dried over anhydrous magnesium sulfate, and the solvent was distilled off. The residue was purified by silica gel column chromatography (eluent: toluene), and recrystallized twice from ethanol to obtain 5-propyl-2-(2-(4-trifluoromethylphenyl)ethyl)-1,3-dioxane 10.8 g (35.7 mmol). The yield was 36.1% from 3-(4-trifluoromethylphenyl) propanal.

Provenance & Evidence