tert-Butanol → Tert-butyl 4-aminonaphthalene-1-carboxylate

関与物質

反応手順

3.6 g (16 mmol) of 4-Amino-naphthalene-1-carboxylic acid hydrochloride, (T. Nakayama et al, Chem. Pharm. Bull, 1984, 32, 3968-3980), was suspended in 44 mL of tert-butyl alcohol and 3.3 mL of triethylamine. To this was added 3.1 g (19 mmol) of carbonyldiimidazole. An exothermic reaction was noted, and the brown solution was stirred at room temperature for 12 h. After this time, the reaction was diluted with EtOAc, filtered through diatomaceous earth and concentrated in vacuo. Purification on silica gel, eluting with 20% EtOAc-hexanes provided 1.1 g of 4-amino-naphthalene-1-carboxylic acid tert-butyl ester as an off-white solid (29%).

情報源と証拠