反应详情

A solution of 2-amino-3-nitrophenol (5.95 g, 38.6 mmol) and (2S)-(+)-glycidyl 3-nitrobenzenesulfonate (10.0 g, 38.6 mmol) in 150 mL of acetone was treated with 1.1 equivalents of K2CO3 (5.86 g, 42.4 mmol) and stirred at reflux for 18 hours. The suspension was cooled to ambient temperature; the solids were filtered; and the filtrate concentrated in vacuo to dryness. The resulting solids were partitioned between chloroform and water, and the aqueous layer extracted once with chloroform. The organic layers were combined and dried over Na2SO4 and concentrated in vacuo to 8.0 g (99%) of an orange solid. TLC (Rf =0.5, CHCl3) and NMR indicated >95% purity, so the material was used without further purification. NMR.

1. temperatureat reflux for 18 hours
2. filtrationthe solids were filtered
3. concentrationand the filtrate concentrated in vacuo to dryness
4. customThe resulting solids were partitioned between chloroform and water
5. extractionthe aqueous layer extracted once with chloroform
6. dry with materialdried over Na2SO4
7. concentrationconcentrated in vacuo to 8.0 g (99%) of an orange solid
8. customso the material was used without further purification