Methyl iodide → 2-Decyl-6-methoxynaphthalene

Participants

Reaction Steps

Under a nitrogen atmosphere, 6-n-decyl-2-hydroxynaphthalene (5.68 g, 20 mmol) and a THF (200 ml) solution of 55% NaH (oil dispersion, 880 mg, 20 mmol) were stirred at room temperature for 40 minutes. CH3I (1.48 ml, 24 mmol) was added to the mixed solution, and the mixed solution was heated under reflux for 12 hours. Water (20 ml) was added to the mixture at 0° C., and the mixture was washed with saline water. Organic layers were combined, and dried with MgSO4, and condensed with an evaporator. The condensed solution was recrystallized from methanol to obtain 6-n-decyl-2-methoxynaphthalene (compound (3)-64) (5.0 g, 85%) as a white solid.

Provenance & Evidence