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Cyclohexanecarboxylic acid, 4-amino-, methyl ester (9CI) synthesis

5synthesis methods
-

Yield: 650 mg

Reaction Conditions:

with thionyl chloride in methanolReflux;

Steps:

40.1 Synthesis of Methyl 4-aminocyclohexanecarboxylate
Thionyl chloride (4.15 g, 34.92) was added to a cold (0° C.) stirred solution of 4-aminocyclohexane carboxylic acid (1 g, 6.98 mmol) in MeOH (10 mL). The reaction mixture was stirred under reflux conditions for 12-16 h. The reaction mixture was then concentrated under reduced pressure. The residue obtained was diluted with ice cold water, basified with aqueous sodium bicarbonate solution and extracted with DCM. The DCM layer was washed with water followed by brine solution, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford 650 mg of the title compound as a brown liquid. MS (ESI): m/z 158 (M+H)

References:

DR. REDDY'S LABORATORIES LTD.;Sasmal, Pradip Kumar;Ahmed, Shahadat;Prabhu, Ganesh;Tehim, Ashok;Paradkar, Vidyadhar;Dattatreya, Marahanakuli Prasanna;Mavinahalli, Nanjegowda Jagadeesh US2015/5280, 2015, A1 Location in patent:Paragraph 0715; 0716