反应详情

Ground potassium carbonate (3.4 g, 24.6 mmol) was added to a solution of 2-bromomethyl-thiazole-4-carboxylic acid ethyl ester (12.83 g, 56 mmol; from Step 1 above) and 4-iodophenol (5.5 g, 25 mmol; available from Aldrich Chemical Company, Inc., Milwaukee, Wis.) in acetone (440 mL). The reaction mixture was heated at reflux for 15 h and then it was filtered and water was added to the filtrate until it turned cloudy. The filtrate was left on ice and then the resulting white solid was filtered off, washed with acetone/hexanes (2:1) and dried to give 2-(4-iodo-phenoxymethyl) -thiazole-4-carboxylic acid ethyl ester (5.6 g, 65%) as a white solid. 1HNMR (CDCl3): δ 1.4 (t, 3H, J=7 Hz), 4.46 (q, 2H, J=7 Hz), 5.4 (s, 2H), 6.7 (d, 2H, J=9 Hz), 7.6 (d, 2H, J=9 Hz), 8.2 (s, 1H).

1. temperatureThe reaction mixture was heated
2. temperatureat reflux for 15 h
3. filtrationit was filtered
4. additionwater was added to the filtrate until it
5. waitThe filtrate was left on ice
6. filtrationthe resulting white solid was filtered off
7. washwashed with acetone/hexanes (2:1)
8. customdried