反应详情

After boron trichloride (1.0N methylene chloride solution, 1.8 ml, 1.8 mmol) was added to a solution of methyl (2-chloro-4′-methoxy-1,1′-biphenyl-4-yl)acetate (228 mg, 0.73 mmol) obtained in Example (23-2) and tetra-n-butylammonium iodide (325 mg, 0.88 mmol) in methylene chloride (4 ml) at −78° C., the temperature of the mixture was raised to room temperature and the mixture was stirred for 2 hours. Ice was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was successively washed with water and a saturated aqueous NaCl solution and dried with anhydrous sodium sulfate. The residue obtained by removing the solvent under reduced pressure was purified by silica gel column chromatography (eluting solvent: n-hexane/ethyl acetate=10/1-2/1) to give methyl (2-chloro-4′-hydroxy-1,1′-biphenyl-4-yl)acetate as a colorless solid (144 mg, yield: 71%).

1. additionIce was added to the reaction mixture
2. extractionthe mixture was extracted with ethyl acetate
3. washThe organic layer was successively washed with water
4. dry with materiala saturated aqueous NaCl solution and dried with anhydrous sodium sulfate
5. customThe residue obtained
6. customby removing the solvent under reduced pressure
7. customwas purified by silica gel column chromatography (eluting solvent: n-hexane/ethyl acetate=10/1-2/1)