Vinyl isobutyl ether → Methyl (R)-(+)-2-(1-Isobutoxyethoxy)propionate

Participants

Reaction Steps

A catalytic amount of pyridinium para-toluenesulfonate was added to 20.8 g (0.2 mole) of methyl (R)-(+)-lactate and 22.0 g (0.22 mole) of isobutyl vinyl ether. The resulting mixture was stirred at room temperature for 3 hours to give rise to a reaction. Thereto was added 100 ml of ethyl acetate, followed by washing with 100 ml of a saturated aqueous sodium hydrogen carbonate solution, 40 ml of water and 40 ml of a saturated aqueous sodium chloride solution in this order. The washed material was dried over anhydrous sodium sulfate and then subjected to vacuum distillation to remove the solvent. The resulting concentrate was subjected to distillation to obtain 38.8 g (yield: 95.1%) of an oily title compound (diastereomixture).

Provenance & Evidence