Iodine → 2-(2-Ethylphenyl)ethanol

Temperatur

0 °C

Into a 250-mL round-bottom flask protected by N2 was placed tetrahydrofuran (100 mL), Mg (1.0 g, 41.67 mmol, 2.14 equiv) and I2 (0.010 g). Then a solution of 1-bromo-2-ethylbenzene (3.6 g, 19.45 mmol, 1.00 equiv) in THF (15 mL) was added dropwise. The resulting mixture was heated to reflux for 1 h. Then it was cooled to 0° C. and oxirane (50 mL) was added. The resulting solution was stirred at room temperature overnight. The reaction was then quenched by the addition of 20 mL of NH4Cl (aq.). The resulting solution was extracted with 3×50 mL of ethyl acetate and the organic layers combined and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:5). Purification afforded 1.83 g (63%) of 2-(2-ethylphenyl)ethan-1-ol as a colorless oil.

1. temperatureThe resulting mixture was heated
2. temperatureto reflux for 1 h
3. customThe reaction was then quenched by the addition of 20 mL of NH4Cl (aq.)
4. extractionThe resulting solution was extracted with 3×50 mL of ethyl acetate
5. concentrationconcentrated under vacuum
6. customPurification

ORD-Eintrag

ord-48ced848e0db4e16a070e5e6ea63278d

Quelldatensatz

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08969557B2