反应详情

A 2 L Parr bottle was charged with sodium acetate (28.6 g, 349 mmol), 10% Pd(OH)2/C (5.0 g, 7.12 mmol) and 3-(2,4-dibromophenoxy)pyridin-2-amine (60 g, 174 mmol) in 1 L EtOH and placed under 35 psi hydrogen for 18 hours. The reaction was filtered through a plug of celite and then concentrated. The residue was redissolved in CH2Cl2 and washed with aqueous sodium bicarbonate. The organic layer was dried over sodium sulfate, filtered and concentrated. The dark residue was dissolved in EtOAc and charcoal added. The mixture was stirred for 30 minutes then filtered though a plug of celite. The crude material was triturated with 4:1 (EtOAc and hexanes) to afford 3-phenoxypyridin-2-amine (23.2 g, 71.4% yield).

1. filtrationThe reaction was filtered through a plug of celite
2. concentrationconcentrated
3. dissolutionThe residue was redissolved in CH2Cl2
4. washwashed with aqueous sodium bicarbonate
5. dry with materialThe organic layer was dried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated
8. dissolutionThe dark residue was dissolved in EtOAc
9. additioncharcoal added
10. filtrationthen filtered though a plug of celite
11. customThe crude material was triturated with 4:1 (EtOAc and hexanes)