These common heterocyclic compound, 7147-90-2, name is 5-Chloroisoindoline-1,3-dione, its 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. HPLC of Formula: C8H4ClNO2
Nitrogen protected, cooled to -15 C, 0.60 g (2.5 mmol) of 3-n-butyl-5-chloro-3-hydroxyisoindolin-1-one and 3-n-butyl-6-chloro-3 -A mixture of hydroxyisoindolin-1-one was dissolved in 30 ml of DCM, and then 2.9 g (25.0 mmol) of triethylsilane and 1.1 g (7.5 mmol) of boron trifluoride ether solution were added, and the temperature was returned to room temperature, and the reaction was performed. Overnight, TLC showed the reaction was complete.The reaction solution was poured into a 5% sodium solution, extracted with DCM, dried, concentrated, and subjected to silica gel column chromatography. A mixed eluent of ethyl acetate and petroleum ether was used as the eluent (the volume ratio of ethyl acetate and petroleum ether was 1: 1), get:3-n-butyl-5-chloroisoindolin-1-one (A) (small polar point, first eluted component), yield 35.7%.3-n-butyl-6-chloroisoindolin-1-one (B) (a point of great polarity, the second elution component), with a yield of 37.5%.
The synthetic route of 5-Chloroisoindoline-1,3-dione has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Aisite (Chengdu) Bio-pharmaceutical Co., Ltd.; Fu Jiasheng; Chen Xing; Yang Youzhe; Chen Xiaogang; Chen Jiachang; Sun Jingxiong; Gan Man; Guo Peng; (41 pag.)CN110563631; (2019); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem