Water → HCID 20080138, compound

Participants

Reaction Steps

A stirred suspension of LiAlH4 (2.65 g, 0.0697 mol) in THF (60 ml), under nitrogen, was cooled in an ice bath and treated during 20 minutes with a solution of the product from Step II (4.6 g, 0.0266 mol) in THF (60 ml). The mixture was warmed to ambient temperature during 30 minutes and then refluxed gently for 3.5 hours. It was again cooled in an ice bath and treated cautiously first with H2O (6 ml) and then with 2.5N NaOH (5.1 ml). This mixture was stirred at ambient temperature for 1 hour and filtered. The filtrate was concentrated and crystallized from hexane to give 2.63 g of ethyl(6-hydroxyheptyl)amine, mp 37°-38° C. The analytical sample had mp 39°-41° C. Anal. calc'd for C9H21NO: C, 67.87; H, 13.29; N, 8.80. Found: C, 67.69; H, 13.45; N, 8.81.

Provenance & Evidence