Continuously updated synthesis method about C9H11BrO

According to the analysis of related databases, 33839-11-1, the application of this compound in the production field has become more and more popular.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 33839-11-1 as follows. category: ethers-buliding-blocks

3-EthyI-4-methoxyphenylboronic acid 6. To a stirred solution of 4-bromo-2-ethyl-l-methoxybenzene (4.59 g, 21 mmol) in dry THF (50 mL)5 cooled to -78C5 was added slowly drop-wise (over 45 min) n-BuLi (15 mL of a 1.6 M solution in hexanes, 24 mmol). The solution was stirred at -78C for 2 h before trimethylborate (3.6 mL, 31.5 mmol) was added drop-wise and the reaction was allowed to warm slowly to rt with stirring overnight. The reaction was quenched with 2M HCl (50 mL) and the products extracted with EtOAc (2 x 50 mL). These extracts were combined and concentrated under reduced pressure to give an oily substance. To this was added hexane followed by a small amount of DCM and the resulting white precipitate was collected by filtration and washed with hexane. Yield 1.55 g, 41%: 1H NMR delta (270 MHz, CDCl3) 1.27 (3H, t, J= 7.5 Hz)5 2.73 (2H5 q, J = 7.5 Hz)5 3.90 (3H5 s), 6.60 (-1H5 bs), 6.96 (IH5 d, J = 8.4 Hz)5 7.98 (IH5 d5 J = 1.5 Hz)5 8.08 (IH5 dd, J = 8.2, 1.7 Hz); LC/MS (APCI) m/z 179.04 (M-H)”; HPLC ttau = 2.1 min (>99%) 90% MeCN in H2O.

According to the analysis of related databases, 33839-11-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; STERIX LIMITED; WO2007/96647; (2007); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem