反应详情

Add a solution of DIBAL-H in toluene (1.0 M, 35 mL) to a solution of methyl 3-chloro-4-hydroxybenzoate (1.9 g, 10 mmol) at 0° C. under nitrogen. Stir the reaction at 0° C. and gradually warm to ambient temperature overnight. Quench the reaction with slow addition of 0.1N aqueous HCl, add more acid to break the gel-like solid to two clear layers. Separate the organic layer, and extract the aqueous layer with EtOAc three times. Combine the organic layers, wash with brine, dry over Na2SO4, filter and concentrate to give a white solid. MS (ES−) m/z 157 (M−H)−.

1. customthe reaction at 0° C.
2. customQuench
3. customthe reaction
4. additionadd more acid
5. customSeparate the organic layer
6. extractionextract the aqueous layer with EtOAc three times
7. washCombine the organic layers, wash with brine
8. dry with materialdry over Na2SO4
9. filtrationfilter
10. concentrationconcentrate
11. customto give a white solid