Category: 1123172-38-2

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1123172-38-2, name is 1-Bromo-3-(tert-butyl)-5-fluorobenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C10H12BrF

Bromo-3-tert-butyl-5-fluorobenzene (323.2 g, 1.4 moles) was dissolved in THF (3.3 L) and cooled -10 C. iPrMgCl (2M solution in THF, 0.5 eq, 350 mL) was added over 20 min, followed by nBuLi (2.5M solution in hexanes, 1.0 eq, 560 mL) over two hours. DMF (4 eq, 450 mL) was added over one hour then stirred for 45 minutes and quenched with 3M HCl (1000 mL). The layers were separated and the aqueous fraction was diluted with water (1 L) and extracted with ethyl acetate (1 L). The organic fractions were combined and washed with water (2*2 L). The organic fraction was concentrated to provide an orange oil (252 g, quant), used directly in the next reaction.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Berthel, Steven; Firooznia, Fariborz; Fishlock, Daniel; Hong, Jun-Bae; Lou, Yan; Lucas, Matthew; Owens, Timothy D.; Sarma, Keshab; Sweeney, Zachary Kevin; Taygerly, Joshua Paul Gergely; US2010/222325; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1123172-38-2, name is 1-Bromo-3-(tert-butyl)-5-fluorobenzene, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1123172-38-2, category: bromides-buliding-blocks

3-tert-Butyl-5-fluoro-benzaldehyde (Example 21b) To a solution of 1-bromo-3-tert-butyl-5-fluoro-benzene (1.04 g, 4.5 mmol) in anhydrous THF (25 mL) is added under argon a 2.5M solution of nBuLi in hexane (1.9 mL, 4.7 mmol) at -78 C. After stirring for 0.5 h at -78 C. DMF (0.7 mL, 9 mmol) is slowly added by syringe, and the mixture is stirred again for 1.5 h at -78 C. The reaction mixture is added to 0.5N HCl and extracted with Et2O. The product obtained as a light yellow solid is suitable for use in the next step: TLC (hexane-EtOAc 1:1) Rf=0.36; HPLC RtA=2.08 min; 1H-NMR (400 MHz, CDCl3): delta 9.95 (s, 1H), 7.69 (m, 1H), 7.36 (m, 2H), 1.38 (s, 9H). c) 3-tert-Butyl-5-fluoro-benzaldehyde; To a solution of 1-bromo-3-tert-butyl-5-fluoro-benzene (1.04 g, 4.5 mmol) in anhydrous THF is added under Argon at -78 C. 2.5 M nBuLi in hexane (1.9 mL, 4.7 mmol) and after stirring for 0.5 h at -78 C. DMF (0.70 mL, 9 mmol) is added. After stirring for 1.5 h at -78 C. the reaction mixture is added to 0.5 N aqueous HCl and extracted with Et2O. Combined organic layers are washed with brine, dried over MgSO4, filtered and evaporated. The title compound is obtained as a light yellow oil and is used a s such for the next transformation: TLC (hexane-EtOAc 10:1) Rf=0.36; HPLC RtA=2.08 min; 1H-NMR (400 MHz, CDCl3): delta 9.98 (s, 1H), 7.68 (s, 1H), 7.36 (m, 1H), 1.25 (s, 9H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Briard, Emmanuelle; Lueoend, Rainer Martin; Machauer, Rainer; Moebitz, Henrik; Rogel, Olivier; Rondeau, Jean-Michel; Rueeger, Heinrich; Tintelnot-Blomley, Marina; Veenstra, Siem Jacob; US2009/54427; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1123172-38-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1123172-38-2 name is 1-Bromo-3-(tert-butyl)-5-fluorobenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

238 mg of bromo-3-tert-butyl-5-fluorobenzene (1.03 mmol; 1.03 eq.), 319 mg of methyl 1-[3-(4,4,5,5- tetramethyl- 1 ,3,2-dioxaborolan-2-yl)phenyl]azetidine-3-carboxylate (preparation 10; 1.00 mmol; 1 eq) and 4 mE of dioxane were added to a 12 mE Q-Tube reaction vessel. The medium was purged under vacuum and under argon. 41 mg of Pd(dppf)C12CH2C12 (0.05 mmol; 0.05 eq) and 415 mg of ground K2C03 (3.00 mmol; 3.00 eq.) were added, and then the reactor was sealed and heated at 114 C. for 20 h. The reaction medium was then filtered, rinsed with DCM and concentrated under reduced presure. The residue was purified by flash chromatography on silica using a cyclohexane/ 0% to 5% (cyclohexane/ethyl acetate) gradient. 237 mg of the title compound were obtained in the form of a yellow syrup.11071] Yld: 69%. ?H NMR (300 MHz, CHC13-d) oeppm 1.34 (s, 9H)3.53-3.66 (m, 1H) 3.75 (s, 3H) 4.05-4.11 (m, 4H) 6.48 (dd,J=8.0, 2.3 Hz, 1H) 6.6 (t, J=2.0 Hz, 1H) 6.94-6.99 (m, 1H)7.04 (m, 1H) 7.07 (m, 1H) 7.29 (t, J=7.8 Hz, 1H) 7.33 (t,J=1.7 Hz, 1H). LC-MS: mlz (M+H): 342.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-3-(tert-butyl)-5-fluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; INVENTIVA; BOUBIA, Benaissa; MASSARDIER, Christine; GUILLIER, Fabrice; POUPARDIN, Olivia; TALLANDIER, Mireille; AMAUDRUT, Jerome; BONDOUX, Michel; FEENSTRA, Roelof Williem; VAN DONGEN, Maria Johana Petronella; (207 pag.)US2017/66717; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary