反应详情

2-Bromoacetaldehyde (prepared from the distillates from heating 18.212 g of 2-bromoacetaldehyde diethyl acetal and 25.63 g of oxalic acid dihydrate, see U.S. Pat. No. 4,087,539 for detail) was added to an ice/water bath cooled mixture of ethyl acetoacetate sodium salt (9.84 g) in ethanol (100 mL) carefully; after addition, the mixture was stirred at rt for 1 h and para-anisidine (9.56 g) was added, the resulting mixture was subsequently refluxed in an oil bath for 1 h. Then, reaction was cooled, solvents were removed, the residue was partitioned between EtOAc and 1 M HCl aqueous solution; the organic phase was sequentially washed with water, sat. NaCl solution and dried over anhydrous sodium sulfate, filtered, concentrated; the resulting residue was column-purified to give the desired product (8.08 g). The title compound, ESI MS (m/z): 260 (M+H)+.

1. addition4,087,539 for detail) was added to an ice/water bath
2. temperaturecooled
3. additionafter addition
4. temperaturethe resulting mixture was subsequently refluxed in an oil bath for 1 h
5. customThen, reaction
6. temperaturewas cooled
7. customsolvents were removed
8. customthe residue was partitioned between EtOAc and 1 M HCl aqueous solution
9. washthe organic phase was sequentially washed with water, sat. NaCl solution
10. dry with materialdried over anhydrous sodium sulfate
11. filtrationfiltered
12. concentrationconcentrated
13. customthe resulting residue was column-purified