反応 #55630

反応方程式

ozone

methyl 3-methyl-4-nitrobutanoate

sodium methoxide

→

methyl 3-methyl-4-oxo-butanoate

溶媒

methanol

methanol

反応条件

後処理

1. 1
   温度to warm to room temperature and most of the solvent
2. 2
   その他is removed in vacuo
3. 3
   ろ過The residue is filtered
4. 4
   workup.ADDITIONthe filtrate is treated with ether (500 ml)
5. 5
   洗浄The organic phase is washed with water (3×200 ml)
6. 6
   乾燥dried (Na2SO4)
7. 7
   その他the solvent is removed in vacuo

実験手順

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.

出典