1-Hydroxy-2-naphthoic acid → 1-Benzyloxy-naphthalene-2-carboxylic acid benzyl ester

Participants

Reaction Steps

K2CO3 (9.26 g, 67 mmol), dry DMF (20 mL), commercially available 1-hydroxy-2-naphthoic acid (1.88 g, 10 mmol), and benzyl chloride (5.6 mL). Yield: 1.41 g of yellow-orange viscous product (38.5% yield). Rf=0.38 (SiO2, 50% Hexanes/50% CH2Cl2). 1H NMR (400 MHz, CDCl3) δ 5.13 (s, 2H), δ 5.39 (s, 2H), δ 7.32-7.41 (m, 7H), δ 7.43-7.52 (m, 5H) δ 7.57 (d, J=7.8 Hz, 1H), δ 7.63 (d, J=8.7 Hz, 1H), δ 7.84 (d, J=8.2 Hz, 1H), δ 7.92 (d, J=8.7 Hz, 1H), δ 8.24 (d, J=8.2 Hz, 1H).

Provenance & Evidence