Reference of 118-29-6,Some common heterocyclic compound, 118-29-6, name is 2-(Hydroxymethyl)isoindoline-1,3-dione, molecular formula is C9H7NO3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Powdered N-hydroxymethylphthalimide (70 g, 0.4 mol) was added in small portion over a period of 45 min. to a stirred solution of 2,3,3-trimethyl-(3H)-indolenine (I), (70 g, 0.44 mol) in concentrated sulfuric acid (360 mL) at room temperature. The solution was stirred for 70 h at room temperature before being poured onto ice-water. Basification of the solution with conc. ammonium hydroxide gave a yellow powder which was filtered and dried. (111 g, yield 80%, m.p. 180-182 C.). 1 H NMR (DMSO d6), delta, 7.8-7.95 (m, 4H, phthalimido), 7.4 (s, 1 H, 4-H), 7.38 (d, 1 H, J=9.0 Hz, 6-H), 7.2 (d, 1 H, J=9 Hz, 7-H), 4.7 (s, 2 H, –CH2), 2.2 (s, 3 H, CH3), 1.2 (s, 6 H –(CH3)2).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(Hydroxymethyl)isoindoline-1,3-dione, its application will become more common.
Reference:
Patent; Carnegie Mellon University; US6008373; (1999); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem