ChemicalBook CAS DataBase List 2-AMINO-2-BUTYLHEXANOL

2-AMINO-2-BUTYLHEXANOL synthesis

4synthesis methods

Product Name:2-AMINO-2-BUTYLHEXANOL
CAS Number:19792-52-0
Molecular formula:C6H15NO
Molecular Weight:117.19

Butanoic acid, 2-amino-2-ethyl-, ethyl ester

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19792-52-0
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Yield:19792-52-0 98%

Reaction Conditions:

Stage #1: ethyl 2-amino-2-ethylbutanoatewith lithium aluminium tetrahydride in diethyl ether at 20; for 16.5 h;Heating / reflux;
Stage #2: with sodium hydroxide;water for 2 h;

Steps:

2.3

A solution of ethyl 2-amino-2-ethylbutanoate (9.0256 g, 56.7 mmol), prepared in the previous step, in 150 mL of anhydrous diethyl ether was added under nitrogen to a suspension of lithium aluminum hydride (10.78 g, 284 mmol) in 300 mL of anhydrous diethyl ether. The addition was at a rate that maintained a gentle reflux (1.5 h). After the addition, the reaction was stirred at room temperature for 15 h. The reaction was cooled to ice-bath temperature. Water (14 mL) was added dropwise, followed by the dropwise addition of 14 mL of 15% NaOH and then 42 mL of water. The cooling bath was removed and the stirring continued for 2 h. The reaction was filtered and the solid rinsed with diethyl ether. The combined diethyl ether filtrates were dried (anhydrous MgSO₄), filtered and the solvent removed under reduced pressure to give 2-amino-2-ethylbutan-1-ol (6.5330 g, 98%) as a yellow oil, MS (El) m/z 118.1233 [M+H]⁺.

References:

US2008/45560,2008,A1 Location in patent:Page/Page column 16