Methanol → Menthol

Participants

Reaction Steps

The reaction was conducted in the same manner as in Example 10 except that methanol was used in stead of the solvent 2-propanol, the reaction temperature was altered to 20° C. and the reaction time was altered to 1 hour. The obtained reaction solution was analyzed by GC, to find that 27% of the menthyl vinyl ether was left with an optical purity of 58% ee. Further, the reaction solution was purified by silica gel column chromatography to obtain the reaction product menthol in a yield of 73%. Also, the kre1 value showing the selectivity of reactions at this time was 2.5.

Provenance & Evidence