反应详情

2M Isopropylmagnesium chloride in THF (91.6 mL, 183 mmol) was added dropwise to ethyl 2-(tert-butyldimethylsilyloxy)acetate (10.0 g, 45.8 mmol) and N,O -dimethylhydroxylamine hydrochloride (9.38 g, 96.2 mmol) in THF (500 mL) cooled in ice. The mixture was stirred for 4.5 hours allowing to slowly warm to ambient temperature. The reaction mixture was quenched with aqueous NH4Cl and concentrated to 1/3 volume. The residue was diluted with water and extracted with EtOAc. The EtOAc was washed with brine, dried over MgSO4, filtered, and evaporated to yield 2-(tert-butyldimethylsilyloxy)-N-methoxy-N-methylacetamide (8.51 g, 36.5 mmol, 79.6% yield) as an oil.

1. temperaturecooled in ice
2. customThe reaction mixture was quenched with aqueous NH4Cl
3. concentrationconcentrated to 1/3 volume
4. additionThe residue was diluted with water
5. extractionextracted with EtOAc
6. washThe EtOAc was washed with brine
7. dry with materialdried over MgSO4
8. filtrationfiltered
9. customevaporated