反应详情

Diphenylketone hydrazone (8.9 g, 45.4 mmol) in DCM (19 mL) was mixed with KI (0.45 g) in water (0.6 mL) and benzyldimethyloctylammonium chloride (10 mg). To the mixture was added the aqueous solution composing of 25% NaOH (27 mL), water (18 mL), and sodium chlorite (12-14%, 28 mL) at 5° C. with vigorous stirring. Twenty minutes later after addition, the stirring was turned off to let the reaction mixture separate. The red DCM solution was separated and dried over anhydrous Na2SO4. After removing the desiccant, the solvent was removed under reduced pressure; the residue was re-dissolved in hexane, and the unreacted hydrazone and side product was insoluble in hexane and removed by filtration. The red hexane diphenyl diazomethane solution was added to ethyl acrylate (13.6 g, 136 mmol) at 50° C. within 30 mints. When the red colour fade off the solvent and excess of ethyl acrylate was removed under reduced pressure to give crude product with 94% purity in 56-94% yield.

1. additionTwenty minutes later after addition
2. customseparate
3. customThe red DCM solution was separated
4. dry with materialdried over anhydrous Na2SO4
5. customAfter removing the desiccant
6. customthe solvent was removed under reduced pressure
7. dissolutionthe residue was re-dissolved in hexane
8. customremoved by filtration
9. customWhen the red colour fade off the solvent and excess of ethyl acrylate was removed under reduced pressure
10. customto give crude product with 94% purity in 56-94% yield