反应详情

To a stirred solution of 2-(4-benzyloxy-phenyl)-N-methoxy-N-methyl-acetamide (10.51 mmol, 3.0 g) in anhydrous THF at 0° C. was added n-propyl magnesium bromide (2.0 M solution in THF, 20 mL) drop-wise over 30 min. After completion of addition, the reaction mixture was warmed to room temperature and stirred for 30 min. The reaction mixture was cooled to 0° C. and quenched by adding saturated aqueous NH4Cl drop-wise followed by addition of ethyl acetate. The organic layer was separated, dried, filtered, and concentrated under reduced pressure. The residue was purified by flash column chromatography by eluting with 5% ethyl acetate in hexanes to provide 1-(4-benzyloxy-phenyl)-pentan-2-one.

1. additionAfter completion of addition
2. temperatureThe reaction mixture was cooled to 0° C.
3. customquenched
4. additionby adding saturated aqueous NH4Cl
5. additiondrop-wise followed by addition of ethyl acetate
6. customThe organic layer was separated
7. customdried
8. filtrationfiltered
9. concentrationconcentrated under reduced pressure
10. customThe residue was purified by flash column chromatography
11. washby eluting with 5% ethyl acetate in hexanes