反应详情

A solution of 3.6 g. (0.022 mole) of 1,1'-carbonyldiimidazole in 100 ml of methylene chloride was cooled in a tap water bath and while stirring under nitrogen, 1.87 g (0.022 mole) of 3-methyl-2-butenylamine was added dropwise. After stirring for 1 hr, 6.2 g (0.02 mole) of 3-[4-(trifluoromethyl)phenoxy]azetidine oxalate was added all at once followed in 0.5 hr with 5 ml of triethylamine and stirring continued for an additional 16 hr. The reaction mixture was washed with 2×50 ml of water, dried over magnesium sulfate and concentrated on a rotary evaporator to yield a semi-solid residue. Trituration with isopropyl ether and filtration yielded 7 g of crude product which was recrystallized from ethanol-water to give 5.5 g (83.8%) of white crystals, m.p. 156.5°-158° C.

1. stirringAfter stirring for 1 hr
2. stirringstirring
3. washThe reaction mixture was washed with 2×50 ml of water
4. dry with materialdried over magnesium sulfate
5. concentrationconcentrated on a rotary evaporator
6. customto yield a semi-solid residue
7. filtrationTrituration with isopropyl ether and filtration
8. customyielded 7 g of crude product which
9. customwas recrystallized from ethanol-water