CAS 2079878-75-2 (2-Chlorophenyl) -2-Nitrocyclohexanone 2-(2-chlorophenyl)-2-nitrocyclohexan-1-one
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Common Name | 2-(2-Chlorophenyl)-2-nitrocyclohexanone |
CAS Number | 2079878-75-2 |
Molecular Weight | 253.68 |
Molecular Formula | C12H12ClNO3 |
EINECS | 205-516-1 |
Density | 1.33±0.1 g/cm3(Predicted) |
Boiling Point | 412.5±45.0 °C(Predicted) |
Appearance | white crystal |
Storage condition | Store in cool dry place |
2-(2- chlorophenyl) -2- nitrocyclohexanone is often used as an intermediate in organic synthesis and pharmaceutical chemistry, mainly used in laboratory research and development process and pharmaceutical chemical production process, and mostly used in drug molecular structure modification and production. For example, the substance can be used for the synthesis of drug molecule norketamine, which is an intravenous general anesthetic with analgesic effect. It can selectively inhibit the medial thalamic nucleus, block the ascending conduction of spinal reticular structure bundle and excite the limbic system. In addition, it also has a certain affinity for opioid receptors in the central nervous system.
2-(2- chlorophenyl) -2- nitrocyclohexanone, with the English name of 2-(2-chlorophenyl)-2-nitrocyclohexanone, is a cyclohexanone derivative, which is often used as an intermediate in organic synthesis and pharmaceutical chemistry, and can be used for the synthesis of pharmaceutical molecules and bioactive molecules, mainly used in laboratory research and development processes and pharmaceutical and chemical production processes. For example, 2-(2- chlorophenyl) -2- nitrocyclohexanone is the key synthetic intermediate of drug molecule norketamine.
Constitutive property
2-(2- chlorophenyl) -2- nitrocyclohexanone contains a nitro group and a highly functionalized cyclohexanone unit in its structure. It has two reaction centers, nitro group and carbonyl group, and can carry out various chemical reactions, such as addition reaction, reduction reaction and substitution reaction, showing high chemical reaction activity. 2-(2- chlorophenyl) -2- nitrocyclohexanone is relatively stable at room temperature, but it is easy to decompose at high temperature, strong acid, strong alkali and other conditions to generate toxic gas.
Production method
In argon atmosphere, the activated zinc powder (6 equivalents) was slowly added to the solution of 2-(2- chlorophenyl) -2- nitrocyclohexanone (50.7 mg) in acetic acid (2.0 ml) with stirring. The reaction mixture 12 obtained by stirring at room temperature is small. Aft that reaction, the reaction mixture is directly filtered to remove insoluble solid in the reaction solution. The filtrate was then concentrated under reduced pressure, and the resulting residue was diluted with dichloromethane. The residue was washed with saturated sodium bicarbonate (5.0mL) and the aqueous phase was extracted with dichloromethane (3×10 mL). Then the combined organic layers were dried on anhydrous Na2SO4. The organic layer was filtered to remove the desiccant and concentrated under vacuum to remove the solvent. The obtained residue was separated and purified by silica gel chromatography (petroleum ether/ethyl acetate, 1:1) to obtain the target product molecule.
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