Pyridine → N-phenoxyphthalimide

To a 50 mL single neck RB flask wash charged with 2-hydroxy-1H-isoindole-1,3(2H)-dione (1 g, 6.13 mmol), 4 A° molecular sieves (1 g) and copper (I) chloride (0.61 g, 0.06 mmol) in DCE under open atmosphere. To the stirred reaction mixture, was added phenyl boronic acid (1.5 g, 12.2 mmol) followed by pyridine (0.53 g, 6.7 mmol) drop wise. Resulting mixture was stirred at RT for 12 h. The Reaction mixture was diluted with DCM and then filtered through celite pad. The organic layer was washed with saturated brine solution (50 mL) and dried over anhydrous Na2SO4. The solvent was removed under reduced pressure to afford off white solid. 1H NMR (300 MHz, CDCl3): δ 7.83-7.86 (q, 2H), 7.73-7.77 (m, 2H), 7.28-7.30 (m, 2H), 7.07-7.11 (m, 3H).

1. washTo a 50 mL single neck RB flask wash
2. customTo the stirred reaction mixture
3. customResulting mixture
4. filtrationfiltered through celite pad
5. washThe organic layer was washed with saturated brine solution (50 mL)
6. dry with materialdried over anhydrous Na2SO4
7. customThe solvent was removed under reduced pressure
8. customto afford off white solid

ORD 기록

ord-caecc14e1b934f14b308a5505de5c900

출처 데이터셋

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US09278915B2