反应详情

To a solution of 34.7 g of sodium methoxide in 600 ml methanol was added 57.9 g of 1,1-dimethylethanethiol below 25°. The resulting solution was stirred one hour before the portionwise addition of 172.7 g of methyl 2-bromomethyl-3-nitrobenzoate. The resulting suspension was refluxed two hours. The mixture was cooled, and the solvent evaporated in vacuo. The residual oil was partitioned between ether and water. The organic solution was washed twice with 2.5% sodium hydroxide solution, twice with water, followed by brine, then dried over magnesium sulfate, filtered and the filtrate concentrated in vacuo to give 164.2 g of crude methyl 2-[(1,1-dimethylethylthio)methyl]-3-nitrobenzoate as an oil.

1. temperatureThe resulting suspension was refluxed two hours
2. temperatureThe mixture was cooled
3. customthe solvent evaporated in vacuo
4. customThe residual oil was partitioned between ether and water
5. washThe organic solution was washed twice with 2.5% sodium hydroxide solution, twice with water
6. dry with materialdried over magnesium sulfate
7. filtrationfiltered
8. concentrationthe filtrate concentrated in vacuo