Ethyl Acetate → 6-Amino-7-benzyloxy-3-methoxychromen-2-one

Participants

Reaction Conditions

Reaction Steps

To a solution of 7-benzyloxy-3-methoxy-6-nitrochromen-2-one (0.20 g, 0.61 mmol) in 20 mL of THF is added a solution of Na2S2O4 (1.0 g) in water (6 mL). The mixture is heated at 80° C. for 18 h. Additional Na2S2O4 is added until the reaction is complete. After cooling to ambient temperature, EtOAc is added and the mixture is washed with water and sat. NaCl, then dried over sodium sulfate. The solvent is removed under reduced pressure to afford 6-amino-7-benzyloxy-3-methoxychromen-2-one as a pale yellow solid: 1H NMR (CDCl3) δ 7.44-7.34 (m, 5H), 6.81 (s, 1H), 6.70 (s, 1H), 6.68 (s, 1H), 5.11 (s, 2H), 3.85 (s, 3H); (M+H)+=298.

Provenance & Evidence