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A solution of acryloyl chloride dissolved in dry dichloromethane was cooled at 0° C. with an ice bath. A mixture of O-benzyl hydroxylamine hydrochloride (29) and N,N-diisopropylethylamine in dry dichloromethane was added. Water was added and the layers were separated. The organic solution was washed with diluted hydrochloric acid, a saturated sodium bicarbonate solution, water, and brine. The organic layer was dried over magnesium sulfate, filtered, and the solvent removed under reduced pressure. The residue was purified by flash chromatography using a mixture of hexane and ethyl acetate. The purification gave N-benzyloxyacrylamide (30).

1. additionwas added
2. customthe layers were separated
3. washThe organic solution was washed with diluted hydrochloric acid
4. dry with materialThe organic layer was dried over magnesium sulfate
5. filtrationfiltered
6. customthe solvent removed under reduced pressure
7. customThe residue was purified by flash chromatography
8. additiona mixture of hexane and ethyl acetate
9. customThe purification