Diethyl Ether → HCID 86714198, compound

Participants

Reaction Conditions

Reaction Steps

Naptho[2,3-b]thiophene-2-methanol (12, 2.71 g, 12.6 mmol., 1.00 equiv.) and diethyl ether (76 mL) were added to a 280 mL Schlenk flask and the mixture was cooled to 0° C. Phosphorus tribromide was added (0.89 mL, 9.5 mmol., 0.75 equiv.) and the mixture was left to warm slowly to room temperature while stirring for 16 hours. The mixture was diluted with methanol (300 mL) and the solids were collected by filtration and washed with methanol (50 mL), giving a beige solid (2.98 g, 85% yield). 1H NMR (400 MHz, CDCl3) δ ppm 8.27 (s, 1H), 8.23 (s, 1H), 7.97-7.86 (m, 2H), 7.52-7.43 (m, 2H), 7.41 (s, 1H), 4.81 (s, 2H).

Provenance & Evidence