Dimepranol → 1-(Dimethylamino)-2-propyl Isopropyl-(4-chlorophenyl)acetate

Participants

Reaction Steps

A 1 dram vial fitted with a septum cap was charged with 0.69 g of toluene followed by 1.08 g of optically-active 1-(dimethylamino)-2-propanol. The resulting mixture was chilled with ice and then 0.196 g of (4-chlorophenyl)isopropylketene was injected. The reaction temperature rose slowly to 30° C. The color discharged after 1.25 hours at room temperature. The reaction product was separated by gas liquid chromatography to give the desired product in a diastereomer ratio of 25.6% of isomer pair 1 and 74.4% of isomer pair 2.

Provenance & Evidence