反应详情

温度

75 °C

In a 50 mL round bottomed flask placed with [3-(3-{[4-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-phenyl]-hydroxy-phenyl-methyl}-phenoxy)-propyl]-carbamic acid tert-butyl ester (3, 220 mg) was added 3 mL of 80% aqueous AcOH and the reaction mixture was heated 75° C. for overnight. Then the reaction mixture was concentrated and dried and added 3 mL of 20% NaOH/EtOH (1:1, v/v) and refluxed for 3 h. Residue obtained on evaporation of the solvent was dissolved in CH3OH/CHCl3 mixture and adsorbed with silica gel and dried. The dried silica gel with compound was purified by silica gel column already flashed with 1% NH4OH in Et2O solution. Elution of the column at 50% CH3OH/CH2Cl2 gave 4-{[3-(3-Amino-propoxy)-phenyl]-hydroxy-phenyl-methyl}-benzoic acid, 4 as a colorless gelly solid. Yield: 96%. Mass: 378 (MH+), 376 (M-H), 360 (M-OH).

1. concentrationThen the reaction mixture was concentrated
2. customdried
3. additionadded 3 mL of 20% NaOH/EtOH (1:1
4. temperaturev/v) and refluxed for 3 h
5. customResidue obtained on evaporation of the solvent
6. customdried
7. customThe dried silica gel with compound was purified by silica gel column
8. washElution of the column at 50% CH3OH/CH2Cl2