| Identification | Back Directory | [Name]
ETHYL 3-OXOCYCLOHEXANE-1-CARBOXYLATE | [CAS]
33668-25-6 | [Synonyms]
Ethyl 3-oxo-cyclohexane formate
ETHYL 3-OXOCYCLOHEXANECARBOXYLATE
Ethyl Cyclohexanone-β-carboxylate
ETHYL 3-OXOCYCLOHEXANE-1-CARBOXYLATE
Ethyl 3-oxocyclohexane-1-carboxylate 97+%
3-Cyclohexanonecarboxylic acid ethyl ester
3-Oxocyclohexanecarboxylic acid ethyl ester
3-Oxocyclohexane-1-carboxylic acid ethyl ester
Cyclohexanecarboxylic acid, 3-oxo-, ethyl ester
1-(Ethoxycarbonyl)-3-oxocyclohexane, 3-(Ethoxycarbonyl)cyclohexan-1-one | [EINECS(EC#)]
251-626-8 | [Molecular Formula]
C9H14O3 | [MDL Number]
MFCD00205583 | [MOL File]
33668-25-6.mol | [Molecular Weight]
170.21 |
| Chemical Properties | Back Directory | [Boiling point ]
249℃ | [density ]
1.083 | [Fp ]
104℃ | [storage temp. ]
2-8°C | [Appearance]
Colorless to light yellow Liquid | [InChI]
InChI=1S/C9H14O3/c1-2-12-9(11)7-4-3-5-8(10)6-7/h7H,2-6H2,1H3 | [InChIKey]
YLRVJPQVDQQBOX-UHFFFAOYSA-N | [SMILES]
C1(C(OCC)=O)CCCC(=O)C1 |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
41 | [Safety Statements ]
26-39 | [WGK Germany ]
WGK 3 | [Hazard Note ]
Irritant | [HS Code ]
2918199890 | [Storage Class]
13 - Non Combustible Solids | [Hazard Classifications]
Eye Dam. 1 |
| Hazard Information | Back Directory | [Uses]
Ethyl Cyclohexanone-β-carboxylate is an intermediate used to prepare carbazole-carboxamides with selective JAK2 inhibitory activities. | [Synthesis Reference(s)]
Journal of the American Chemical Society, 110, p. 2565, 1988 DOI: 10.1021/ja00216a033 | [Hazard]
Ethyl 3-oxocyclohexane-1-carboxylate is irritating to the eyes and skin, may cause respiratory irritation, and is harmful if swallowed. | [Synthesis]
To a round bottom flask was added 3-oxo-1-cyclohexanecarboxylic acid (3.85 g, 27.1 mmol), ethanol (7.91 mL), p-toluenesulfonic acid (0.097 g, 0.56 mmol) and toluene (65.9 mL). The mixture was refluxed with a Dean-star trap overnight. The reaction mixture was cooled down and concentrated under reduced pressure to afford 4.61 g (100 %) of the title compound, 3-oxo-cyclohexanecarboxylic acid ethyl ester (Ethyl 3-oxocyclohexane-1-carboxylate), as a yellow oil.
| [References]
[1] Patent: US2011/98299, 2011, A1. Location in patent: Page/Page column 23
[2] Journal of Fluorine Chemistry, 2017, vol. 199, p. 60 - 66
[3] Journal of the Chemical Society, 1909, vol. 95, p. 2016
[4] Patent: WO2014/11902, 2014, A1. Location in patent: Paragraph 00284-00285
[5] Patent: WO2014/194242, 2014, A2. Location in patent: Paragraph 00353; 00356 |
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