Application of 63057-72-7, The chemical industry reduces the impact on the environment during synthesis 63057-72-7, name is 1-(Benzyloxy)-4-bromo-2-methoxybenzene, I believe this compound will play a more active role in future production and life.
At room temperature, 1-Benzyloxy-4-bromo-2-methoxybenzene 10 (1.70 mmol, 0.50 g) was dissolved in freshly distilled THF (7 mL) in an oven-dried three-neck flask under argon. The temperature was cooled down to -78 oC and n-BuLi (1.6M in hexane, 1.96 mmol, 1.22 mL) was added dropwise. The reaction mixture was stirred for 1 h at this temperature and a solution of 4-benzyloxy-3-methoxybenzaldehyde 9 (1.70 mmol, 0.412 g) in THF (4mL) was added dropwise. The reaction mixture was stirred at -78 oC for 1.5 h, allowed to warm at room temperature and stirred for another 2 h. Water (24 mL) was slowly added to the mixture which was then extracted three times with EtOAc. The organic layers were dried with MgSO4 and concentrated in vacuo. The crude product was dissolved in a minimum of EtOAc and 100 mL of hexanes were added to precipitate the desired product. After 12 h at 0 oC, the precipitate was filtered, lightly washed with cold EtOAc and dried in vacuo, yielding 0.618 g (79 %) of 11 as a white solid. mp = 94-100oC. 1H-NMR (500 MHz, CDCl3): deltaH7.46-7.29 (10H,m), 6.96-6.79 (6H,m), 5.72 (1H, s), 5.13 (4H, s), 3.86 (6H, s). 13C-NMR (125 MHz, CDCl3): deltaC 149.7, 149.5, 147.6, 137.2, 135.4, 128.6, 127.9, 127.3, 119.7, 119.7, 118.9, 113.7, 113.5, 111.0, 110.3, 75.7, 71.0, 56.0. IR (ZnSe): numax 1511, 1251, 1226, 1132, 1019, 1006, 754, 741, 696 cm-1. HRMS (ESI-TOF,m/z): calcd for C29H27O4 (M-H2O+H)+= 439.1904, found 439.1923. This compound has been also previously reported.4
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, 1-(Benzyloxy)-4-bromo-2-methoxybenzene, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Cardinal, Sebastien; Azelmat, Jabrane; Grenier, Daniel; Voyer, Normand; Bioorganic and Medicinal Chemistry Letters; vol. 26; 2; (2016); p. 440 – 444;,
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