反应详情

Add dropwise triflic anhydride (6.7 ml, 39.8 mmol) to a solution of methyl 3-chloro-4-hydroxybenzoate (5.42 g, 29.0 mmol), DMAP (490 mg, 4.0 mmol) and triethylamine (5.6 ml, 40.1 mmol) in anhydrous dichloromethane (200 ml). Stir the mixture at room temperature overnight under nitrogen atmosphere. Quench the mixture by addition of a saturated aq. solution of ammonium chloride. Separate the organic layer and extract the aqueous layer with dichloromethane (×3). Wash the combined organic layers with saturated aq. sodium chloride, dry over anhydrous sodium sulfate, filter and concentrate to yield a crude brown oil. Take up this crude oil in hexane and wash the organic layer with water (×3), dry over anhydrous sodium sulfate, filter and concentrate to. yield the title compound.

1. customQuench the mixture
2. additionby addition of a saturated aq. solution of ammonium chloride
3. customSeparate the organic layer
4. extractionextract the aqueous layer with dichloromethane (×3)
5. washWash the combined organic layers with saturated aq. sodium chloride
6. dry with materialdry over anhydrous sodium sulfate
7. filtrationfilter
8. concentrationconcentrate
9. customto yield a crude brown oil
10. washwash the organic layer with water (×3)
11. dry with materialdry over anhydrous sodium sulfate
12. filtrationfilter
13. concentrationconcentrate to