| Identification | Back Directory | [Name]
2-AMINO-CYCLOHEX-1-ENECARBOXYLIC ACID ETHYL ESTER | [CAS]
1128-00-3 | [Synonyms]
Ethyl 2-aMinocyclohex-1-enecarboxylate
ethyl 2-aminocyclohexene-1-carboxylate
ETHYL-(2-AMINOCYCLOHEX-1-EN-1-CARBOXYLAT)
ETHYL 2-AMINOCYCLOHEX-1-ENE-1-CARBOXYLATE
ETHYL 2-AMINO-1-CYCLOHEXENE-1-CARBOXYLATE
Ethyl 2-amino-1-cyclohexene-1-carboxylate,98%
2-Amino-1-cyclohexenecarboxylic acid ethyl ester
2-aminocyclohexene-1-carboxylic acid ethyl ester
2-AMINO-CYCLOHEX-1-ENECARBOXYLIC ACID ETHYL ESTER
1-Cyclohexene-1-carboxylicacid, 2-aMino-, ethyl ester | [Molecular Formula]
C9H15NO2 | [MDL Number]
MFCD01863243 | [MOL File]
1128-00-3.mol | [Molecular Weight]
169.22 |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystals or | [Melting point ]
70-74 °C
| [Boiling point ]
298.52°C (rough estimate) | [density ]
1.0873 (rough estimate) | [refractive index ]
1.4580 (estimate) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [form ]
Crystals or Crystalline Powder | [pka]
6.97±0.20(Predicted) | [color ]
White to light yellow |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystals or | [Definition]
ChEBI: Ethyl-2-amino-1-cyclohexene-1-carboxylate is an enamine and an enone. | [Synthesis]
a) To a solution of ethyl 2-cyclohexanone carboxylate (18.9 mL, 118 mmol) in methanol (120 mL) was added ammonium carbamate (9.20 g, 118 mmol). The reaction mixture was stirred at room temperature for 1 hour until the ammonium carbamate was completely dissolved. After continuing to stir the reaction mixture for 1 h, the volatile solvent was removed by distillation under reduced pressure to afford ethyl 2-amino-1-cyclohexene-1-carboxylate as a white to pale yellow solid (19.9 g, quantitative yield). The product was characterized by 1H NMR (400 MHz, CDCl3): δ 1.28 (t, J = 7.2 Hz, 3H), 1.57-1.71 (m, 4H), 2.21 (t, J = 6.1 Hz, 2H), 2.26 (t, J = 6.1 Hz, 2H), 4.15 (q, J = 7.2 Hz, 2H), 6.06 (br s, 2H) . | [References]
[1] Patent: WO2013/26900, 2013, A1. Location in patent: Page/Page column 60
[2] New Journal of Chemistry, 2005, vol. 29, # 6, p. 769 - 772
[3] Tetrahedron Letters, 2013, vol. 54, # 9, p. 1133 - 1136
[4] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 14, p. 3654 - 3669
[5] Chemistry of Heterocyclic Compounds, 2006, vol. 42, # 6, p. 765 - 775 |
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