反应详情

To a solution of 3,5-dinitrobenzoyl chloride (10 g, 0.043 mol) in 80 ml anhydrous THF was added triethylamine (4.83 g, 0.048 mol) followed by anhydrous ethylene glycol (24 ml, 0.43 mol). After 1 h, the solution was quenched with 200 ml water and extracted into ethyl acetate (3×150 ml). The organics were washed with 100 ml each 10% KOH, water, 1M HCl, brine, dried over magnesium sulfate and concentrated to 8.8 g. To this material, dissolved in 50 ml anhydrous THF and cooled in an ice bath, was added triethylamine (3.83 g, 0.038 mol) and then bromoisobutyryl bromide (8.70 g, 0.038 mol). After 0.5 h, the solution was quenched with 100 ml water and extracted into ethyl acetate (3×100 ml). The organics were washed with 100 ml each 10% KOH, water, 1M HCl, brine, dried over magnesium sulfate and concentrated. Purification by column chromatography yielded 9 gm of product, 96% pure by HPLC.

1. customthe solution was quenched with 200 ml water
2. extractionextracted into ethyl acetate (3×150 ml)
3. washThe organics were washed with 100 ml each 10% KOH, water, 1M HCl, brine
4. dry with materialdried over magnesium sulfate
5. concentrationconcentrated to 8.8 g
6. dissolutionTo this material, dissolved in 50 ml anhydrous THF
7. temperaturecooled in an ice bath
8. waitAfter 0.5 h
9. customthe solution was quenched with 100 ml water
10. extractionextracted into ethyl acetate (3×100 ml)
11. washThe organics were washed with 100 ml each 10% KOH, water, 1M HCl, brine
12. dry with materialdried over magnesium sulfate
13. concentrationconcentrated
14. customPurification by column chromatography