反应详情

Methyl 2-[(4-{2-[4-(1H-imidazol-1-yl)phenoxy]ethyl}phenoxy)methyl]benzoate (0.12 g, 0.28 mmol) was dissolved in a mixture of THF/water (7/1, 5 ml) and LiOH (0.03 g, 1.13 mmol) was added. The reaction was performed in a single node microwave oven (7 min, 150° C.). Workup by addition of HCl (1 ml, 1M), extract the product by adding two portions of EtOAc (5 ml). The pooled organic phases were dried (MgSO4) and the solvent was removed by evaporation. The crude was purified by preparative HPLC (starting with acetonitrile/buffer 60/40 and then the acetonitrile concentration was increased to 100%, the buffer was a mixture of acetonitrile/water 10/90 and ammonium acetate (0.1 M, column KR-100-7-C8, 50 mm×250 mm, flow 40 ml/min). The product containing fractions were pooled and the acetonitrile was removed by evaporation. EtOAc (10 ml) was added and the organic phase was washed with two portions of brine and dried (MgSO4). Evaporation gave 6 mg of 2-[(4-{2-[4-(1H-imidazol-1-yl)phenoxy]ethyl}-phenoxymethyl]benzoic acid (yield 4.7%).

1. additionwas added
2. customThe reaction was performed in a single node microwave oven
3. custom(7 min, 150° C.)
4. extractionextract the product
5. additionby adding two portions of EtOAc (5 ml)
6. dry with materialThe pooled organic phases were dried (MgSO4)
7. customthe solvent was removed by evaporation
8. customThe crude was purified by preparative HPLC (
9. concentrationthe acetonitrile concentration
10. temperaturewas increased to 100%
11. additiona mixture of acetonitrile/water 10/90 and ammonium acetate (0.1 M, column KR-100-7-C8, 50 mm×250 mm, flow 40 ml/min)
12. additionThe product containing fractions
13. customthe acetonitrile was removed by evaporation
14. additionEtOAc (10 ml) was added
15. washthe organic phase was washed with two portions of brine
16. dry with materialdried (MgSO4)
17. customEvaporation