Potassium Carbonate → Tert-butyl [2-(2-phenoxy-ethylsulfanyl)-benzoimidazol-1-yl]-acetate

Participants

Reaction Steps

A mixture of tert-butyl (2-mercapto-benzoimidazol-1-yl)-acetate (Intermediate 3-I, 53 mg, 0.2 mmol), 1-(2-bromo-ethoxy)-benzene (48.3 mg, 0.22 mmol) and K2CO3 (41.4 mg, 0.3 mmol) in acetone (0.8 ml) is refluxed for 3 h. The suspension is cooled to rt and filtered through a short pad of silica-gel. The volatiles are removed in vacuo and the residue is dried under high vacuum affording the title compound as a colourless oil. This material was used in the next step without further purification: tR=2.55 min (LC-2), MS (pos.): m/z 385.2 [M+H]+; 1H NMR (CDCl3): δ (ppm) 1.48 (s, 9H, tBu), 3.96 (m, 2H, SCH2), 4.48 (t, 2H, OCH2), 4.90 (s, 2H, CH2CO2), 6.90 (d, 2Harom), 7.24-7.38 (m, 5Harom), 7.86 (m, 1Harom).

Provenance & Evidence