반응 #2194022

반응 방정식

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

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   기타was hydrogenated at room temperature
3. 3
   여과was filtered off
4. 4
   세척washed with ethyl acetate
5. 5
   기타the filtrate and washings were evaporated in vacuo

실험 절차

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.

출처