| Identification | Back Directory | [Name]
2-aminocyclohexanone hydrochloride | [CAS]
6946-05-0 | [Synonyms]
146315
2-Aminocyclohexanone hcl
2-aminocyclohexanone hydrochloride
Cyclohexanone,2-amino-, hydrochloride
2-Aminocyclohexan-1-one hydrochloride | [Molecular Formula]
C6H12ClNO | [MDL Number]
MFCD15144705 | [MOL File]
6946-05-0.mol | [Molecular Weight]
149.619 |
| Chemical Properties | Back Directory | [Melting point ]
157-158 °C (decomp) | [storage temp. ]
Inert atmosphere,Room Temperature | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C6H11NO.ClH/c7-5-3-1-2-4-6(5)8;/h5H,1-4,7H2;1H | [InChIKey]
HGHZKLDCXNJLJK-UHFFFAOYSA-N | [SMILES]
C1(=O)CCCCC1N.[H]Cl |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 2-aminocyclohexanone hydrochloride from 2-nitrocyclohexanone: 2-nitrocyclohexanone (7.0 g, 48.9 mmol), 5% carbon sulfide (500 mg), ethanol (120 mL), and concentrated hydrochloric acid (6 mL) were added to a pressure vessel under nitrogen protection. The vessel was pressurized to 50 psi with hydrogen and the reaction mixture was stirred for 3 hours. Upon completion of the reaction, the mixture was filtered through EPO Celite? The filter cake was washed sequentially with ethanol and dichloromethane (DCM) under nitrogen atmosphere. The filtrate was concentrated under reduced pressure. The concentrated residue was slurried in acetone (50 mL) and filtered. The solid was collected to afford the target product 2-aminocyclohexanone hydrochloride (2.2 g, 40% yield). | [References]
[1] Tetrahedron Letters, 1986, vol. 27, # 47, p. 5759 - 5762
[2] Patent: WO2007/28082, 2007, A1. Location in patent: Page/Page column 70-71 |
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