Hydrochloric Acid → Ethyl 3-aminocyclohexanecarboxylate

HRID 926723

Reaction equation

HRID 926723 reaction equation
Cl.[NH2:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH:5]([C:9]([OH:11])=[O:10])[CH2:4]1.[CH3:12][CH2:13]O>>[NH2:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH:5]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:4]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 5448873-Aminocyclohexanecarboxylic acid

Product 1

HCID 418531Ethyl 3-aminocyclohexanecarboxylate

Procedure

Conc. HCl (1 mL) was added to a solution of 3-aminocyclohexanecarboxylic acid (500 mg, 3.49 mmol) in EtOH (20 mL) and stirring was continued at reflux temperature for 3 h. The reaction mixture was concentrated under reduced pressure to afford the crude, which was washed with 10% aqueous NaHCO3 solution, extracted with DCM, dried over anhydrous sodium sulphate to afford 300 mg of the title compound.

Workup

  1. temperatureat reflux temperature for 3 h
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customto afford the crude, which
  4. washwas washed with 10% aqueous NaHCO3 solution
  5. extractionextracted with DCM
  6. dry with materialdried over anhydrous sodium sulphate

Sources & evidence

ORD record
ord-3b06fe1a972144e1ba4f97a3a703522c
Source dataset
uspto-grants-2016_03
Patent number
US09289419B2

Linked notes

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