反应详情

A solution of 3-[4-(5-Bromo-pent-1-ynyl)-phenyl]-2-methoxy-propionic acid ethyl ester from Step A (0.1 mmol, 1 eq) in 0.7 ml of DMF in a 16×100 mm tube treated with 4-hydroxydiphenylmethane (0.11 mmol, 1.1 eq) and Cesium Carbonate (0.3 mmol, 3 eq) and stirred at room temperature overnight. The reactants were filtered and washed with DMF several times. The solvent was evaporated under vacuo and the residue reconstituted in a mixture of Ethanol (2 ml) and NaOH (1M) (1 ml) and stirred at room temperature until reaction is completed by HPLC-MS. Then HCl (1M) was added (until pH=3) and the solvent were eliminated under vacuo. The residue was reconstituted in CH2Cl2/H2O and filtered through a hidrofobic syringer. The organic layer was separated, concentrated and purified by HPLC-MS to get the title compound. MS(ES) for C28H28O4[M+NH4]+: 446.2.

1. filtrationThe reactants were filtered
2. washwashed with DMF several times
3. customThe solvent was evaporated under vacuo
4. additionthe residue reconstituted in a mixture of Ethanol (2 ml) and NaOH (1M) (1 ml)
5. stirringstirred at room temperature until reaction
6. additionThen HCl (1M) was added (until pH=3)
7. filtrationfiltered through a hidrofobic syringer
8. customThe organic layer was separated
9. concentrationconcentrated
10. custompurified by HPLC-MS