Sodium Bicarbonate → HCID 178501207, compound

Participants

Reaction Steps

A solution of trans 4-amino-cyclohexanecarboxylic acid (12.5 g, 87.0 mmol) in methanol (400 mL) and conc. sulphuric acid (9.0 mL) was stirred at room temperature for one week. The mixture was then neutralised with sodium bicarbonate and the solvent was concentrated under vacuum. The residue was taken into water and continuously extracted with DCM for 18 hours. The organic phase was dried over sodium sulphate and concentrated under vacuum to afford 9.20 g (67%) of trans 4-amino-cyclohexanecarboxylic acid methyl ester as an oil. 1H NMR (400 MHz, CDCl3): δ 3.67 (s, 3H), 2.67 (tt, 1H), 2.24 (tt, 1H), 2.02-1.90 (m, 4H), 1.55-1.41 (m, 2H), 1.19-1.10 (m, 2H).

Provenance & Evidence