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2-Amino-cyclohex-1-enecarboxylic acid ethyl ester

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2-Amino-cyclohex-1-enecarboxylic acid ethyl ester Basic information
Product Name:2-Amino-cyclohex-1-enecarboxylic acid ethyl ester
Synonyms: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;1-Cyclohexene-1-carboxylicacid, 2-aMino-, ethyl ester;Ethyl 2-aMinocyclohex-1-enecarboxylate;2-aminocyclohexene-1-carboxylic acid ethyl ester
CAS:1128-00-3
MF:C9H15NO2
MW:169.22
EINECS:
Product Categories:
Mol File:1128-00-3.mol
2-Amino-cyclohex-1-enecarboxylic acid ethyl ester Structure
2-Amino-cyclohex-1-enecarboxylic acid ethyl ester Chemical Properties
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
pka6.97±0.20(Predicted)
color White to light yellow
Safety Information
Safety Statements 24/25
HS Code 29224999
MSDS Information
ProviderLanguage
ACROS English
2-Amino-cyclohex-1-enecarboxylic acid ethyl ester Usage And Synthesis
Chemical Propertieswhite to light yellow crystals or
DefinitionChEBI: Ethyl-2-amino-1-cyclohexene-1-carboxylate is an enamine and an enone.
Synthesis
Ethyl 2-oxocyclohexanecarboxylate

1655-07-8

2-AMINO-CYCLOHEX-1-ENECARBOXYLIC ACID ETHYL ESTER

1128-00-3

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
2-Amino-cyclohex-1-enecarboxylic acid ethyl ester Preparation Products And Raw materials
Raw materialsEthyl 2-oxocyclohexanecarboxylate-->Methanol-->AMMONIUM CARBAMATE
Preparation ProductsMethyl 4-hydroxy-2-oxo-1,2,5,6,7,8-hexahydroquinoline-3-carboxylate
Tag:2-Amino-cyclohex-1-enecarboxylic acid ethyl ester(1128-00-3) Related Product Information
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