Diisopropyl Ether → HCID 87083563, compound

Participants

Reaction Steps

Trimethyl phosphonoacetate (200 g, 1.1 mol) was added dropwise to a suspension of NaH (44 g, 55% in oil, 1.1 mol) in iPr2O (1600 ml). After 2.5 hours, a solution of trans 2,3,6-trimethyl-2-cyclohexanecarbaldehyde [see C. Chapuis, R. Brauchli, Helv. Chim. Acta 1993, 76, 2070.] (91 g, 0.59 mol) in iPr2O (400 ml) was added dropwise. After 18 hours at 20° C., the reaction mixture was poured onto ice and extracted to neutrality with brine, dried (Na2SO4), concentrated and distilled through a 15 cm Vigreux column to afford the pure desired product in 41% yield.

Provenance & Evidence