反应详情

A stream of ozone is passed through a -78° C. solution of 1.0 g of racemic 2-methyl-4-pentenoic acid phenylmethyl ester in 110 ml of methyl alcohol until the blue color persists. The excess zone is discharged by a stream of oxygen, followed by argon. One gram of zinc dust and 1.0 g of acetic acid is added and the resulting mixture allowed to warm to room temperature; followed by stirring for 1 hour. The excess zinc is removed by filtration and the filtrate is concentrated in vacuo. The residue is extracted with diethyl ether, filtered and the filtrate concentrated in vacuo. The residue is purified by pad filtration (silica gel, 50% diethyl ether/petroleum ether) to give 1.01 g of racemic 2-methyl-4-oxobutanoic acid phenylmethyl ester.

1. customis passed through a -78° C.
2. customThe excess zinc is removed by filtration
3. concentrationthe filtrate is concentrated in vacuo
4. extractionThe residue is extracted with diethyl ether
5. filtrationfiltered
6. concentrationthe filtrate concentrated in vacuo
7. filtrationThe residue is purified by pad filtration (silica gel, 50% diethyl ether/petroleum ether)