反応 #6152

反応方程式

hydrogen

methyl (R)-3-[(tetrahydro-2H-pyran-2-yl)oxy]-6-heptenoate

ozone

ethyl acetate

→

methyl 5-formyl-(R)-3[(tetrahydro-2H- pyran-2-yl)oxy]pentanecarboxylate

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   その他was hydrogenated at room temperature
3. 3
   ろ過was filtered off
4. 4
   洗浄washed with ethyl acetate
5. 5
   その他the filtrate and washings were evaporated in vacuo

実験手順

A solution of 2.56 g of methyl (R)-3-[(tetrahydro-2H-pyran-2-yl)oxy]-6-heptenoate in 40 ml of ethyl acetate was treated with ozone at -75° C. After completion of the reaction 0.1 g of Pd-on-carbon was added thereto and the mixture was hydrogenated at room temperature. After the hydrogen uptake was finished the catalyst was filtered off and washed with ethyl acetate and the filtrate and washings were evaporated in vacuo. There was obtained methyl 5-formyl-(R)-3[(tetrahydro-2H- pyran-2-yl)oxy]pentanecarboxylate.

出典