tert-Butyl bromoacetate → HCID 131720598, compound

Participants

Reaction Steps

2-Hydroxynaphthalene 330e (0.60 g, 1.5 mmol) was alkylated with t-butylbromoacetate (0.24 mL, 1.5 mmol) in the presence of K2 CO3 (0.20 g, 1.5 mmol) in DMF (7 mL) in the usual way to yield a colorless solid (0.64 g) after silica gel chromatography. IR(KBr): cm-1 3340, 1746, 1684. 1H NMR(300 MHz, CDCl3): 8.21 (s, 1H), 7.94-7.10 (m, 9H), 5.0 (br, 1H), 4.68 (s, 2H), 4.09 (t, 2H, J=7 Hz), 3.56-3.52 m, 2H), 1.52 (s, 9H), 1.44 (2, 9H). MS(NH3): 539 (base, M+NH4), 522 (25%, M+H).

Provenance & Evidence