反应详情

An aqueous solution of ammonium formate (3.15 g, 50.0 mmol, 10 mL) was diluted with isopropanol (80 mL) and added to palladium on carbon 10% wet (1.064 g, 10.00 mmol) under nitrogen. A solution of 2,4-dimethylaniline (1.212 g, 10 mmol) and isobutyraldehyde (1.004 mL, 11.00 mmol) in isopropanol (3 mL) was added and the mixture was stirred for 1 h. The mixture was filtered through celite, the celite cake washed with isopropanol and combined liquid phases concentrated in vacuo. The residue (1.8 g) was purified using a pre-conditioned aminopropyl solid phase extraction cartridge (NH2 SPE) (20 g) using methanol as an eluent. The methanolic organic phase was concentrated under vacuo to give a second residue which was further purified on a Biotage Flashmaster II using silica (Si) 10 g/mmol using a 0-100% dichloromethane-cyclohexane gradient over 40 mins. The fractions containing the expected product were combined and concentrated in vacuo to give the desired product 1.5 g as a yellow oil.

1. filtrationThe mixture was filtered through celite
2. washthe celite cake washed with isopropanol
3. concentrationconcentrated in vacuo
4. customThe residue (1.8 g) was purified
5. extractiona pre-conditioned aminopropyl solid phase extraction cartridge (NH2 SPE) (20 g)
6. concentrationThe methanolic organic phase was concentrated under vacuo
7. customto give a second residue which
8. customwas further purified on a Biotage Flashmaster II
9. customover 40 mins
10. additionThe fractions containing the expected product
11. concentrationconcentrated in vacuo