Chemical Properties
slightly yellow crystalline powder
Uses
6-Amino-1-hexanol is used in the synthesis of guanidino analogs of roscovitine, which is a cyclin-dependant kinase. Also used in the preparation of tocotrienols which maintain anticancer, antiprolifer
ative and antimigratory activity. Behery, F
Synthesis
By volume ratio, 1 part of 6-aminohexanoic acid was added to the reactor containing 15 parts of diethyl ether or dry toluene solution At 40 ℃ constant temperature, At 1500rpm / min speed, rapidly injected 2 parts of a solution of sodium borohydride. At 250W, ultrasonic treatment 20min. Then, dropwise under reflux, 8 parts of ethylene glycol solution. Dropwise addition time was 30 minutes. Finally, at 90 ℃ and at a rate of 800rpm/min, maintain temperature under stirring and react for 16 h to obtain the reaction crude product. (2) By the amount of parts count, step (1) preparation of 1 part of the reaction crude was added 6 parts water for hydrolysis. Undrego vacuum distillation, collecting 125 ℃ fraction, to obtain the 6-amino-1-hexanol product.
References
[1] Chemical Communications, 2014, vol. 50, # 76, p. 11211 - 11213
[2] Canadian Journal of Chemistry, 1958, vol. 36, p. 147,149
[3] Angewandte Chemie - International Edition, 2011, vol. 50, # 44, p. 10377 - 10380
[4] Tetrahedron Letters, 2013, vol. 54, # 21, p. 2674 - 2678
[5] Patent: US9463451, 2016, B2. Location in patent: Page/Page column 46-50