Some common heterocyclic compound, 36449-75-9, name is 1-(2-Bromoethyl)-2-methoxybenzene, molecular formula is C9H11BrO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 36449-75-9
b) At rt, a solution of 1-(2-bromo-ethyl)-2-methoxy-benzene (1.0 g, 4.15 mmol) inabs. THF (5 mL) is added to Mg turnings (0.13 g, 5.35 mmol) suspended in abs.THF (5 ml) over a period of 20 min. The thus obtained Grignard reagent is then added at to an ice-cold solution of (1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalene-4-carboxylic acid methoxy-methyl-amide (400 mg, 1.5 mmol) in THF (5 ml). The reaction mixture is stirred at rt for 1 h, quenched by adding sat. aq. NhUCI (10 ml_), diluted with water (100 ml) and extracted twice with DCM (100 ml_). The combined organic extracts are dried over NaaSO/j, filtered and evaporated . The resulting residue is purified by prep. HPLC to afford 3-(2-methoxy-phenyl)-1-((1aS,5aR)-1,1,2~trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]penta-len-4-yl)-propan-1-one (390 mg) as a colourless oil. LC-MS: tR = 1.15 min, [M+1f = 341.21; 1H NMR (CDCI3): 8 7.22-7.14 (m, 2H), 6.90-6.81 (m, 2H), 3.82 (s, 3H), 3.20-2.90 (m, 5H), 2.79 (d, J = 18.8 Hz, 1H), 2.38 (s, 3H), 1.88 (d, J = 2.9 Hz, 2H), 1.12 (s, 3H), 0.72 (s, 3H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 36449-75-9, its application will become more common.
Reference:
Patent; ACTELION PHARMACEUTICALS LTD.; WO2006/10379; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem