Description
5-Amino-1-pentanol is a linker containing a hydroxyl group and amine group. The hydroxyl group enables further derivatization or replacement with other reactive functional groups. The amine group is reactive with carboxylic acids, activated NHS esters, carbonyls (ketone, aldehyde) etc.
Uses
5-Amino-1-pentanol has been used in the synthesis of
S-glycosyl amino-acid building blocks. It has been used as starting reagent in the synthesis of aminofunctionalized 4-chloro-2,2′:6′,2′′-terpyridine.
Uses
5-Amino-1-pentanol is an aliphatic amino alcohol with potential plasma lipid-lowering properties. 5-Amino-1-pentanol and other amino alcohols are used as emulsifying agents in dry-cleaning soaps, wax
removers, cosmetics, paints and insecticides.
Synthesis
(1) Synthesize 2-hydroxytetrahydropyran: weigh 40g
3,4-dihydro-2H-pyran, 360g of deionized water was added into 600mL reaction kettle, sealed the kettle, replaced with N2 for 3 times and then filled the pressure system of 3MPa, warmed up to 60 , and the reaction was finished after 10h of rapid stirring. Analyzed by gas chromatography, the conversion rate of 3,4-dihydro-2H-pyran was 99.1%, the selectivity of 2-hydroxytetrahydropyran was 91.4%, and the rest of the by-products were dimers of 2-hydroxytetrahydropyran.
(2) Preparation by impregnation method of the catalyst precursor with composition of 20% NiO-1% B2O3/79% SiO2-Al2O3 in terms of oxides were weighed 7.786 g , respectively.
Ni(NO3)3-6H2O, 0.178g
H3BO3 were added to appropriate amount of deionized water and dissolved by stirring and then added to 7.9g SiO2-Al2O3 carrier, stirred to mix uniformly, and then placed in an oven at 110C after standing at room temperature for 2 h. The dried samples were roasted in N2 atmosphere at 450C for 2 h to obtain the catalyst precursors of the desired components. The roasted catalyst precursor was reduced in H2 atmosphere (flow rate of 100 mL/min) at 450C for 2h to obtain active catalyst.
(3) 2-hydroxytetrahydropyran reduction amination reaction: weighing step (1) synthesized 2-hydroxytetrahydropyran and 25% ammonia 150g each added to 600mL reaction kettle, and then add 3g of active catalyst of step (2), sealing the kettle, through the H2 replacement for 3 times will be the H2 pressure up to 3MPa, warming to 100 reaction for 2h, the reaction process by replenishing H2 Maintain a constant pressure, cooling water cooling after the end of the reaction, gas chromatography analysis of the reaction solution in 2-hydroxytetrahydropyran conversion rate of 100%, 5-amino-1-pentanol yield of 90.1%.
