反应详情

A solution of (3-formyl-4-hydroxy-phenyl)-acetic acid methyl ester (17.2 g, 85.9 mmol) in acetonitrile was slowly added to a solution of 1-chloromethyl-2-iodo-benzene (13.06 g, 94.5 mmol) and Nal (3.22 g, 21.5 mmol) in acetonitrile (273 ml) at reflux temperature and the mixture was mantained at this temperature for 3 hours. Once the mixture reached room temperature, the residue that had formed was filtered, washed with acetonitrile and concentrated to obtain a residue that was then dissolved in toluene (330 ml) and washed with NaOH 0.1N and water. The organic layer was concentrated to dryness, diluted with acetone (330 ml) and was stirred into water (500 ml) at room temperature. The mixture was filtered and washed with water to obtain 33.959 (96%) of [3-Formyl-4-(2-iodo-benzyloxy)-phenyl]-acetic acid methyl ester, which was purified by crystallization in toluene-cyclohexane (99% HPLC)

1. temperatureat reflux temperature
2. customreached room temperature
3. customthe residue that had formed
4. filtrationwas filtered
5. washwashed with acetonitrile
6. concentrationconcentrated
7. customto obtain a residue that
8. washwashed with NaOH 0.1N and water
9. concentrationThe organic layer was concentrated to dryness
10. additiondiluted with acetone (330 ml)
11. filtrationThe mixture was filtered
12. washwashed with water