Reference of 5332-26-3,Some common heterocyclic compound, 5332-26-3, name is 2-(Bromomethyl)isoindoline-1,3-dione, molecular formula is C9H6BrNO2, 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.
To a solution of 2-benzylthiazole 1111 (3.88 g, 22.1 mmol) in dry THF (60 mL) at -78 C under N2 was added LiHMDS (1 M solution in THF, 26.5 mL, 26.5 mmol) dropwise. The mixture was stirred at -78 C for 45 min, then added to a solution of 2- (bromomethyl)isoindoline-l,3-dione (6.38 g, 26.5 mmol) in dry THF (60 mL) at -78 C under N2 and the mixture was stirred at -78 C overnight. The mixture was diluted with EtOAc (300 mL), washed with water, dried over Na2S04, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography (Pet. ether/EtOAc = 2/1) to give the title compound (2.9 g, 39%) as a yellow solid. LCMS-C: Rt 2.23 min, m/z 335.0 [M+H]+.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(Bromomethyl)isoindoline-1,3-dione, its application will become more common.
Reference:
Patent; CTXT PTY LIMITED; MORROW, Benjamin Joseph; FOITZIK, Richard Charles; CAMERINO, Michelle Ang; LAGIAKOS, Helen Rachel; WALKER, Scott Raymond; BOZIKIS, Ylva Elisabet Bergman; STEVENSON, Graeme Irvine; CUZZUPE, Anthony Nicholas; STUPPLE, Paul Anthony; (313 pag.)WO2019/43139; (2019); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem