Synthetic Route of 29578-39-0, A common heterocyclic compound, 29578-39-0, name is 1-Bromo-3-fluoro-5-methoxybenzene, molecular formula is C7H6BrFO, 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.
Step 1: Preparation of 8-(3-fluoro-5-methoxy-phenyl)-1,4-dioxa-8-azaspiro[4.5]decane A mixture of 3-bromo-5-fluoroanisole (87.6 g, 0.49 mol), 1,4-dioxa-8-azaspiro[4.5]decane hydrochloride (100.0 g, 0.49 mol), t-BuONa (117.2 g, 1.22 mol), BINAP (12.1 g, 0.02 mol) and Pd2(dba)3 (8.9 g, 0.01 mol) in toluene (1.3 L) was heated at 100 oC with stirring under nitrogen for 16 hrs. The reaction mixture was cooled down to rt and filtered. The filtrate was diluted with DCM (3.0 L), and washed with H2O (500 mL) and brine (200 mL). The organic layer was dried over anhydrous Na2SO4, concentrated in vacuo and purified by the flash column chromatography to give 8-(3-fluoro-5-methoxy-phenyl)-1,4-dioxa-8-azaspiro[4.5]decane (78.2 g) as a yellow oil.
The synthetic route of 29578-39-0 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; HAN, Xingchun; JIANG, Min; WANG, Jianhua; WANG, Min; WANG, Yongguang; YANG, Song; (319 pag.)WO2016/177655; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem