Synthesis of Cooling Agent 2-hydroxyethyl P-menthane-3-carboxylate
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Abstract:
In this research，2-hydroxyethyl p-menthane-3-carboxylate was synthesized and its sensory quality was evaluated. Sodium carboxylate were obtained by reaction of menthyl formic acid and Na2CO3. Then using pyridine as reaction medium, 2-hydroxyethyl p-menthane-3-carboxylate was synthesized by nucleophilic substitution reaction of menthyl formic acid and 2-chloro-1-ethanol. The optimum reaction conditions were as follows: n(3-methyl-4-oxooctanoic acid):n(2-chloro-1-ethanol) 1:1.5, n(3-methyl-4-oxooctanoic acid):n(Na2CO3) 1:1, n(3-methyl-4- oxooctanoic acid) ︰n(pyridine) 1:17, reaction time 4 h and reaction temperature 100 ℃, under which the total product yield was 86.41%. The structure of theproduct was characterized by IR, 1HNMR and MS. Sensory evaluation showed that its cooling threshold value was 1.4 μg/mL.
