反应详情

To a solution of 3-(3,5-dichlorophenyl)-propionic acid tert butyl ester (1 g, 3.6 mmol) in THF (50 mL) at −78° C. was added dropwise s-butyllithium (1.4 M cyclohexanes; 5.7 mL, 2.2 eq). The resulting red-colored homogeneous solution was stirred under nitrogen at −78° C. for 1 h, at which time DMF (560 mL, 2 eq) was added. After 30 minutes, the reaction was quenched with saturated ammonium chloride solution at. The mixture was allowed to reach ambient temperature and the volatiles were removed under reduced pressure. The residue was partitioned between water and ethyl acetate and the combined organic fractions were dried over magnesium sulfate and the solvent was removed under reduced pressure. The residue was purified by chromatography using 20% ethyl acetate/n-heptanes as eluent to give 3-(3,5-dichloro-4-formylphenyl)-propionic acid tert-butyl ester. 1H-NMR (CDCl3, 400 MHz): δ 10.45 (s, 1H), 7.23 (s, 2H), 2.90 (t, J=7.45 Hz, 2H), 2.55 (t, J=7.45 Hz, 2H), 1.35-1.44 (m, 10H).

1. additionwas added
2. customthe reaction was quenched with saturated ammonium chloride solution at
3. customto reach ambient temperature
4. customthe volatiles were removed under reduced pressure
5. customThe residue was partitioned between water and ethyl acetate
6. dry with materialthe combined organic fractions were dried over magnesium sulfate
7. customthe solvent was removed under reduced pressure
8. customThe residue was purified by chromatography