p-Toluenesulfonic acid → HCID 71059330, compound

Participants

Reaction Steps

(R)-3-(4-Bromophenoxy)-2-methylpropane-1,2-diol (25 g, 0.1 mol) and p-toluenesulfonic acid (0.91 g, 4.8 mmol) were dissolved in acetone (300 g), followed by stirring under reflux for 5.5 hours. The progress of reaction was monitored by TLC. The generated water was removed by azeotropic distillation with 300 g of solvent under atmospheric pressure, and 300 g of acetone was added during the reaction. After the reaction was completed, the solvent was removed under a reduced pressure and the resulting concentrated residue was dissolved in isopropyl acetate (250 mL). The organic layer thus obtained was washed with a 1 M sodium hydroxide aqueous solution (100 mL). Thereafter, the organic layer was concentrated and dried, obtaining 25 g of (S)-4-(4-bromophenoxy)methyl-2,2,4-trimethyl-1,3-dioxolane (yield: 82%).

Provenance & Evidence