Sodium Bicarbonate → Ethyl N-((5-methyl-2-(isopropyl)cyclohexyl)carbonyl)glycinate

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Reaction Steps

Sodium bicarbonate (8.4 g., 0.1 mole) and glycine ethyl ester hydrochloride (7 g. 0.05 mole) were dissolved in water (100 ml.), and a solution of p-menth-3-oyl chloride (10 g., 0.05 mole) in ether (50 ml.) was added and the mixture stirred vigorously at room temperature for 2 hours. At the end of this time the other layer was separated and dried (MgSO4). Removal of the solvent left an oily solid (12.3 g.) This was distilled under reduced pressure to yield N-p-menth-3-oylglycine ethyl ester, bp. 150°-2°/0.1 mm. as a colourless liquid which rapidly solidified.

Provenance & Evidence