Category: 51554-93-9

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 51554-93-9, name is 1-Bromo-4-octylbenzene, This compound has unique chemical properties. The synthetic route is as follows., 51554-93-9

General procedure: A 3-neck round-bottomed flask equipped with a thermometer and a condenser was flame-dried and flushed with Ar. The flask was then charged with Mg0 (1.1 eq.), a single I2 crystal and another vacuum/Ar cycle was performed. Et2O (C=0.65M) was added resulting in a bright orange suspension of Mg0 pellets. Phenyl octyl bromide (1.0 eq.) was then added in one portion and the suspension was heated via a heatgun until the internal temperature reached 32C and stabilized for 5-10s, indicating that the Grignard formation had started. The reaction was stirred at rt until disappearance of the starting material by 1H NMR analysis (e.g.?1h). (0031) The Grignard solution (3.0 eq., C=0.65M) was then syringed to another flask containing substrate (1.0. eq.) in dry Et2O (C=0.05M). The solution was stirred at rt until disappearance of the starting material by TLC analysis. Saturated aqueous NH4Cl solution was added and the aqueous layer was extracted x2 with EtOAc. The organic layers were collected, washed x1 brine, dried over Na2SO4, filtered, concentrated in vacuo.

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Reference:
Article; Garsi, Jean-Baptiste; Sernissi, Lorenzo; Vece, Vito; Hanessian, Stephen; McCracken, Alison N.; Simitian, Grigor; Edinger, Aimee L.; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 217 – 242;,
Bromide – Wikipedia,
bromide – Wiktionary

A common compound: 51554-93-9, name is 1-Bromo-4-octylbenzene, belongs to bromides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 51554-93-9

To synthesize intermediate compound 16d, n-BuLi (2.5 M in hexane, 146 muIota_, 0.364 mmol) is added dropwise to a solution of 1 -bromo-4-octylbenzene (16a) (94 mg, 0.350 mmol) in THF (0.53 ml_) at -78 C. After stirring for 0.5 h, 16c (40 mg, 0.14 mmol) in THF (0.1 ml_) is added to the mixture, and the solution is stirred for an additional 2 h at-78 C. The reaction is then warmed to -40 C and stirred overnight. The reaction mixture is quenched at -40 C with saturated NH4CI solution and allowed to warm to room temperature. The organic layer is separated and the aqueous layer is extracted three times with CH2CI2. The combined organic layers are washed with brine, dried over MgS04 and filtered. The solvent is removed under reduced pressure and the residue is purified by flash chromatography (hexane: EtOAc, 12: 1 to 8: 1 ) to give compound 16d (21 mg, 32 %) as a slightly yellow oil.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 51554-93-9, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; THE UNIVERSITE DE MONTREAL; EDINGER, Aimee; HANESSIAN, Stephen; (172 pag.)WO2017/53990; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary