Electric Literature of 174913-12-3,Some common heterocyclic compound, 174913-12-3, name is 1-Bromo-3-chloro-5-methoxybenzene, molecular formula is C7H6BrClO, 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.
A solution of 1-bromo-3-chloro-5-methoxybenzene (50.0 g, 226 mmol) in dichloromethane (200 mL) was treated with boron tribromide (226 mL, 226 mmol, 1.0 M solution in dichloromethane) and the mixture stirred for 4 h at rt. Additional boron tribromide (678 mL, 678 mmol, 1.0 M solution in dichloromethane) was added and the reaction stirred overnight. The mixture was quenched with water, and the organic phase separated and concentrated to dryness. The residue was dissolved in hexanes and extracted with 1.0 N sodium hydroxide. The aqueous layer was isolated, acidified with 1.0 N hydrochloric acid and extracted with ethyl acetate. The organic layer was isolated, washed with brine, dried over magnesium sulfate, filtered and concentrated to give 43 g of the title compound. 1H NMR (DMSO-c/6) delta 10.36 (s, 1 H), 7.01 – 7.10 (m, 1 H), 6.86 – 6.94 (m, 1 H), 6.75 – 6.84 (m, 1 H).
The synthetic route of 174913-12-3 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/157273; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics