1-Amino-2-propanol → HCID 69204386, compound

Participants

Reaction Conditions

Reaction Steps

Under atmospheric nitrogen, 30.79 g of 1-amino-2-propanol was added drop-wise to a solution of 52.59 g of 1,2-epoxyoctane (in a ratio of 1:1 mol) in acetonitrile (100 g). The mixture was stirred and eventually solidified followed by the removal of acetonitrile in vacuum. Under atmospheric nitrogen, 30.00 g of valeric acid and the product of the first step, 83.33 g of 2-(2-hydroxypropylamino)octan-1-ol (in a ratio of 1:1.5 mol) were added to a flask with a Dean Stark trap and a condenser. The reaction mixture was heated to 180° C. and stirred. Water was collected in the trap. The reaction flask was connected to a distillation apparatus. At 180° C. and under a vacuum of 1.33 Pa, approximately 30 g were distilled over to a flask containing molecular sieves to absorb the final equivalent of water. The product was distilled from the reaction mixture and further purified by extraction with petroleum ether followed by distillation. The product, 7a-butyl-2-hexyl-6-methyl-tetrahydro-2H-oxazolo[2,3-b]oxazole, was isolated with 20% yield.

Provenance & Evidence