These common heterocyclic compound, 22385-77-9, name is 1-Bromo-3,5-di-tert-butylbenzene, 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. Recommanded Product: 22385-77-9
A solution of diisopropylamine (8.33 mL,59.5mmol) in THF (20 mL) was treated with n-BuLi (36.1 mL,1.65M in hexane, 59.5 mmol), and the resulting solution of lithium diisopropylamide (LDA) was added to a solution of ferrocenyl phenyl sulfoxide (6) (12.3 g, 39.7mmol) in THF (100 mL) at -78 °C. After stirring at -78 °C for 30 min, the resulting solution was transferred to a suspension of ZnCl2 (16.2 g, 119 mmol) in THF (100 mL) at -78 °C. After stirring at -78 °C for 1 h, the reaction mixture was warmed to room temperature, where stirring was maintained for 1 h. The resulting solution was added to a solution of 1-bromo-3,5-di-t-butylbenzene (10.7 g, 39.7mmol) and [Pd(PPh3)4] (2.30 g, 1.99 mmol) in THF (50 mL). The reaction mixture was heated at 60 °C for 10 h, and then the reaction was quenched with a saturated aqueous sodium hydrogen carbonate solution. The reaction mixture was extracted with Et2O, and the combined organic phases were washed with water and dried over MgSO4. After filtration, the filtrate was evaporated to remove the solvent under reduced pressure. The obtained residue was purified by column chromatography on silica gel (hexane/ethylacetate 1:1) to give 7 (16.8 g, 33.7mmol, 85percent).
The synthetic route of 1-Bromo-3,5-di-tert-butylbenzene has been constantly updated, and we look forward to future research findings.
Reference:
Article; Sakagami, Michiyasu; Sasamori, Takahiro; Sakai, Heisuke; Furukawa, Yukio; Tokitoh, Norihiro; Bulletin of the Chemical Society of Japan; vol. 86; 10; (2013); p. 1132 – 1143;,
Bromide – Wikipedia,
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