4-Hydroxyphthalic acid → 5-Hydroxyisoindoline-1,3-dione
반응식
C(=O)([O-])[O-].[NH4+:5].[NH4+].[OH:7][C:8]1[CH:9]=[C:10]([C:17]([OH:19])=O)[C:11](=[CH:15][CH:16]=1)[C:12](O)=[O:13]>CC(O)=O>[OH:7][C:8]1[CH:9]=[C:10]2[C:11](=[CH:15][CH:16]=1)[C:12](=[O:13])[NH:5][C:17]2=[O:19]참가 물질
4
반응 조건
- 온도
- 120 °C
실험 절차
To a mixture of ammonium carbonate (5.28 g, 54.9 mmol) in conc. AcOH (25 mL) was slowly added 4-hydroxyphthalic acid (5.0 g, 27.45 mmol). The resulting mixture was heated at 120° C. for 45 min., then the clear, bright yellow mixture was heated at 160° C. for 2 h. The resulting mixture was maintained at 160° C. and was concentrated to approximately 15 mL, then was cooled to room temp. and adjusted pH 10 with a 1N NaOH solution. This mixture was cooled to 0° C. and slowly acidified to pH 5 using a 1N HCl solution. The resultant precipitate was collected by filtration and dried under reduced pressure to yield 5-hydroxyisoindoline-1,3-dione as a pale yellow powder as product (3.24 g, 72%): 1H NMR (DMSO-d6) δ 7.00-7.03 (m, 2H), 7.56 (d, J=9.3 Hz, 1H).