Acetic Anhydride → HCID 15490889, compound

Participants

Reaction Steps

At 5° C., to a stirred solution of 4-(2,3-dimethyl-naphtho[2,3-b]thiophen-4-yl)-2-isopropyl-phenol (0.500 g, 1.44 mmol) in pyridine (3.5 mL) was added acetic anhydride (0.167 mL, 1.78 mmol). After 5.5 h, the reaction was quenched with H2O, acidified and extracted with ether. The combined ethereal extracts were sequentially washed with H2O, brine and concentrated. Purification on silica gel, eluting with 5 & 7% EtOAc/pet. ether, step gradient gave 0.384 g (69%) of the title compound as a white solid. 1H NMR (DMSO-d6) δ 8.49 (s, 1 H), 8.00-7.96 (d, 1 H), 7.48-7.31 (m, 4 H), 7.20 (s, 2 H), 3.10 (septet, 1 H), 2.40 (s, 3 H), 2.37 (s, 3 H), 1.56 (s, 3 H), 1.16 (d, 6 H).

Provenance & Evidence