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ChemicalBook CAS DataBase List 2-Phenoxyethylbromide

2-Phenoxyethylbromide synthesis

10synthesis methods
2-Phenoxyethyl bromide is synthesized by the reaction of phenol and dibromoethane. Put phenol, dibromoethane and sodium hydroxide in a reaction pot and stir and mix, react at 110 °C for 6 hours, recover dibromoethane, the recovery amount is about 60%, wash with 5% sodium hydroxide solution and water, and divide Take the oil layer, distill under reduced pressure, and collect the fractions at 130-150°C (6.7kPa) to obtain (2-bromoethoxy)benzene.
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Yield:589-10-6 94%

Reaction Conditions:

with potassium carbonate in acetonitrile at 80; for 6 h;Temperature;Time;

Steps:

2.4. General Procedure for 1-Bromo-2-aryloxyethane Derivatives
General procedure: The compounds were synthesized according to Scheme 1. A suspension of phenol (10mmol), 1,2-dibromoethane(50mmol), and anhydrous K2CO3 (30mmol) in dry acetonitrile(50mL) was stirred at 80°C for 6 h.The reaction mixturewas filtered, and the K2CO3 was recovered, reactivated (in vacuum at 120°C, 5 h), and the solvent was concentratedunder reduced pressure.The residue was purified by columnchromatography over silica gel using petroleum ether aseluent to give the product as a solid (Scheme 1, Table 4). 1-(2-Bromoethoxy)-benzene [22, 23] (Entry 1). mp: 33-34°C.1H NMR (400MHz, CDCl3), δ: 7.29-7.26 (m, 2H), 6.95-6.92(m, 3H), 4.26-4.23 (t, J = 3.6Hz, 2H), 3.61-3.58 (t, J = 3.6Hz,2H).13C NMR (100MHz, CDCl3) δ: 158, 129.5, 121.4, 114.8,67.8, 29.1. MS m/z (I): 202 (50, M+2), 200 (48, M+), 109 (97),107 (100), 94 (60), 77 (29), 65 (38), 51 (22), 39 (52).

References:

Pájaro, Yina;Sathicq, Ángel;Puello-Polo, Esneyder;Pérez, Astrid;Romanelli, Gustavo;Trilleras, Jorge [Journal of Chemistry,2017,vol. 2017,art. no. 6175315]

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