2-Methoxyethanol → 5-(2-Methoxyethoxy)naphthalen-2-ylamine

Participants

Reaction Steps

6-Aminonaphthalen-1-ol (100 mg, 0.63 mmol) was dissolved in THF (6 mL), and 2-methoxyethanol (96 mg, 1.26 mmol), DEAD (635 μL, 1.26 mmol), and triphenylphosphine (330 mg, 1.26 mmol) were added thereto. The resulting mixture was stirred at room temperature for 4 hours and then concentrated. The residue was purified by silica-gel column chromatography (n-hexane:ethyl acetate=5:1) to give 5-(2-methoxyethoxy)naphthalen-2-ylamine (300 mg, quantitative) as a wax-like material.

Provenance & Evidence