4-AMINO-CYCLOHEXANECARBOXYLIC ACID ETHYL ESTER Chemical Properties

Boiling point:

114-117 °C(Press: 10 Torr)

Density 

1.018±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

10.36±0.70(Predicted)

4-AMINO-CYCLOHEXANECARBOXYLIC ACID ETHYL ESTER Usage And Synthesis

Synthesis

GENERAL STEPS: 4-Aminocyclohexanecarboxylic acid (5.0 g, 34.92 mmol) was dissolved in ethanol (20 mL) and cooled to 0 °C. Thionyl chloride (7.60 mL, 104.76 mmol) was slowly added dropwise with stirring. After the dropwise addition, the reaction mixture was heated to 80 °C and maintained for 2-3 hours. The reaction process was monitored by thin layer chromatography (TLC). After completion of the reaction, the solvent was removed by evaporation under reduced pressure to give ethyl 4-aminocyclohexane-1-carboxylate in quantitative yield.

References

[1] Patent: US2012/88750, 2012, A1. Location in patent: Page/Page column 41
[2] Patent: WO2006/77424, 2006, A1. Location in patent: Page/Page column 162-163
[3] Patent: WO2006/77425, 2006, A1. Location in patent: Page/Page column 162-163
[4] Patent: WO2006/77428, 2006, A1. Location in patent: Page/Page column 140
[5] Patent: US2013/252938, 2013, A1. Location in patent: Paragraph 0502

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