Category: 33839-11-1

Adding a certain compound to certain chemical reactions, such as: 33839-11-1, name is 4-Bromo-2-ethyl-1-methoxybenzene, belongs to ethers-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 33839-11-1, Quality Control of 4-Bromo-2-ethyl-1-methoxybenzene

178.1 A solution of 4-bromo-2-ethyl-1-methoxybenzene (J. Chem. Soc., Perkin Trans. 1, 1987, 1423; 2.13 g, 9.9 mmol) in THF (30 ml) was cooled to -78 C. A 1.6M solution of n-BuLi in hexane (7.42 ml, 11.9 mmol) was added slowly and the mixture was stirred for 1.5 h. at -78 C. The mixture was warmed slowly to -10 C. and subsequently again cooled to -78 C. DMF (2.29 ml, 29.7 mmol) was added slowly and the mixture was stirred for 1 h. at -78 C. and for 1 h. at 0 C. The reaction mixture was poured into ice-cold 3M HCl and extracted with diethyl ether. The organic phase was dried and filtered, and the filtrate was concentrated. The residue was purified by chromatography (SiO2, hexane/EtOAc 8_1=>2:1). There were obtained 690 mg (42%) of 3-ethyl-4-methoxy-benzaldehyde as a yellowish liquid.

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Reference:
Patent; Ackermann, Jean; Alig, Leo; Chucholowski, Alexander; Groebke, Katrin; Hilpert, Kurt; Kuehne, Holger; Obst, Ulrike; Weber, Lutz; Wessel, Hans P.; US2001/1799; (2001); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 33839-11-1, name is 4-Bromo-2-ethyl-1-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 4-Bromo-2-ethyl-1-methoxybenzene

A mixture of bromide (1.3g, 6. 02MMOL, from step 1), 1-CYCLOPENTYL-2-PROPEN-1-OL (1.14g, 9. 07mmot), DICHLOROBIS (TRIPHENYLPHOSPHINE) PALLADIUM (LL) (85 mg, 0 12 mmol), sodium bicarbonate (0.61 g, 7.25 MMOT) in N-METHYLPYRROLIDINONE (12mL) was heated to 140 C under N2 for 5h. The reaction mixture was partitioned between 1N HCl and EtOAc. The organic layer was washed with saturated NaHCO3, brine, dried over Na2SO4 and concentrated’to a brown oil. The oil was purifed by silica gel chromatography to give the title compound as a yellow oil (0.74g, 47%). 1H NMR (CDCL3): No. ?1. 17 (t, 3H, J = 7.6 Hz), 1. 54-1. 80 (M, 9H), 1.17 (q, 2H, J= 7. 6 HZJ,-2. 73 (m, 2H), 2.84 (m, 2H), 3.80 (s, 3H), 6.75 (d, 1H, J= 8. 0Hz), 6.97 (m, 2H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 33839-11-1.

Reference:
Patent; PFIZER INC.; WO2004/74270; (2004); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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