반응 #55630

반응 방정식

ozone

methyl 3-methyl-4-nitrobutanoate

sodium methoxide

→

methyl 3-methyl-4-oxo-butanoate

용매

methanol

methanol

반응 조건

후처리

1. 1
   온도to warm to room temperature and most of the solvent
2. 2
   기타is removed in vacuo
3. 3
   여과The residue is filtered
4. 4
   workup.ADDITIONthe filtrate is treated with ether (500 ml)
5. 5
   세척The organic phase is washed with water (3×200 ml)
6. 6
   건조dried (Na2SO4)
7. 7
   기타the solvent is removed in vacuo

실험 절차

A solution of methyl 3-methyl-4-nitrobutanoate (96 g, 0.596 m) in methanol (30 ml) is added dropwise to a solution of sodium methoxide (34.5 g, 0.638 m) in methanol (1 l) at room temperature under nitrogen. The resulting mixture is stirred for 1 hr., cooled to -78° C. and treated with one equivalent of ozone. The reaction mixture is then allowed to warm to room temperature and most of the solvent is removed in vacuo. The residue is filtered and the filtrate is treated with ether (500 ml). The organic phase is washed with water (3×200 ml), dried (Na2SO4) and the solvent is removed in vacuo to give the crude product, methyl 3-methyl-4-oxo-butanoate (86.3 g). This material is used directly in the next step.

출처