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).
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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