反应详情

Batch 2: ethyl phenylmethyl (3-methyl-4-nitrophenyl)propanedioate (35 g, 98 mmol) was taken up in Ethanol (500 ml) and subjected to a hydrogenation at atmospheric pressure using 10% palladium on carbon (3.13 g, 2.94 mmol). After 2 hours a sample was taken for analysis. The reservoir was refilled with hydrogen and the reaction continued overnight. The catalyst was removed by filtration through celite and fresh catalyst palladium on carbon (3.13 g, 2.94 mmol) was added to the reaction mixture. The reaction was put on again for 3 hours. After leaving the reaction mixture under these conditions for the weekend, it was combined with BATCH 1 reaction mixture (equivalent reaction mixture) and filtered through celite to give a colourless filtrate. This solution was concentrated to an oily solid (wt=31.9 g). To this mixture was added toluene (200 ml) and the mixture was filtered from an insoluble white gum (wt=0.65 g). The filtrate was passed down a silica gel Biotage 75 L chromatography column eluting with the following ethyl acetate/iso-hexane gradient mixture and collecting 400 ml fractions:

1. customthe reaction continued overnight
2. additionwas added to the reaction mixture
3. customagain for 3 hours
4. customAfter leaving the reaction mixture under these conditions for the weekend, it
5. customwas combined with BATCH 1 reaction mixture (equivalent reaction mixture)
6. filtrationfiltered through celite
7. customto give a colourless filtrate
8. concentrationThis solution was concentrated to an oily solid (wt=31.9 g)
9. additionTo this mixture was added toluene (200 ml)
10. filtrationthe mixture was filtered from an insoluble white gum (wt=0.65 g)
11. washeluting with the following ethyl acetate/iso-hexane gradient mixture
12. customcollecting 400 ml fractions