反应详情

Acetylchloride (1.5 mL, 21 mmol) is added to a solution of 4-(4-hydroxyphenoxy)benzoic acid (2.3 g, 10 mmol) and TEA (2.9 mL, 21 mmol) in CH2Cl2 (50 mL). The reaction is stirred for 16 hours at room temperature. The reaction mixture is diluted with CH2Cl2 and washed three times with saturated NaHCO3. The organic layer is dried over MgSO4, filtered and concentrated in vacuo. The resulting material is dissolved in dioxane (6 mL). Aqueous LiOH (1N, 930 μL) is added, and the reaction is allowed to stir for one hour at room temperature. The reaction mixture is poured into CH2Cl2 and washed twice with KHSO4. The organic layer is dried over MgSO4, filtered and concentrated in vacuo to give the desired acid (1.5 g, 87%). 1H NMR (300 MHz, DMSO) δ12.80, 7.96, 7.23-7.13, 7.04, 2.29.

1. washwashed three times with saturated NaHCO3
2. dry with materialThe organic layer is dried over MgSO4
3. filtrationfiltered
4. concentrationconcentrated in vacuo
5. dissolutionThe resulting material is dissolved in dioxane (6 mL)
6. additionAqueous LiOH (1N, 930 μL) is added
7. stirringto stir for one hour at room temperature
8. additionThe reaction mixture is poured into CH2Cl2
9. washwashed twice with KHSO4
10. dry with materialThe organic layer is dried over MgSO4
11. filtrationfiltered
12. concentrationconcentrated in vacuo