反应详情

To a solution of 2-chloro-5-nitrobenzoic acid (1.22 g) in N,N-dimethylformamide (1.5 ml) was added carbonyldiimidazole (1.0 g). The resulting reaction mixture was stirred for 2.5 h and then 1-adamantanemethylamine (1.0 g) was added. After 14 h the reaction mixture was partitioned between ethyl acetate and water and the organic layer was separated, washed with water and brine and then dried over sodium sulphate (Na2SO4). The organic layer was concentrated under reduced pressure to give a residue which was purified by silica gel chromatography (eluting with 3-10% methanol in dichloromethane) to yield the subtitle compound as a yellow solid (1.7 g).

1. customThe resulting reaction mixture
2. customAfter 14 h the reaction mixture was partitioned between ethyl acetate and water
3. customthe organic layer was separated
4. washwashed with water and brine
5. dry with materialdried over sodium sulphate (Na2SO4)
6. concentrationThe organic layer was concentrated under reduced pressure
7. customto give a residue which
8. customwas purified by silica gel chromatography (eluting with 3-10% methanol in dichloromethane)