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1-(5-Bromo-2-nitro-phenyl)-ethanol synthesis

4synthesis methods
41877-24-1 Synthesis
1-(5-Bromo-2-nitro-phenyl)-ethanone

41877-24-1
69 suppliers
$15.00/250mg

1-(5-Bromo-2-nitro-phenyl)-ethanol

1020575-89-6
7 suppliers
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Yield:1020575-89-6 71%

Reaction Conditions:

with sodium tetrahydroborate in diethyl ether at 0 - 20; for 2 h;

Steps:

1.d

In an ice bath, about 10 mmols of 3-acetyl-4-nitro-bromobenzene was put into a 100 mL two-neck round flask, dissolved in about 30 mL solvent ether, and sodium borohydride was gradually added. The solution was stirred at room temperature for about 2 hours. After confirming reaction completion using TLC, reaction was completed by using about 5 mL water. The precipitate was filtered, and the filtered solution was washed twice with sodium chloride solution (about 30mL). Then the washed solution was dried with sodium sulfate anhydride, and distilled under reduced pressure. Then, 1-(5-bromo-2-nitrophenyl)ethanol was obtained in a form of about 71% yellow oil using silica gel column chromatography (Hexane/EtOAc=2/1). Rf = 0.33(Hexane/EtOAc=1/3), 1H NMR(300MHz, CDCl3) δ 7.73(d, 1H), 7.52(d, 1H), 7.42(dd, 1H), 6.15(m, 1H), 1.79(br, 1H), 1.62(d, 3H)

References:

EP1956028,2008,A2 Location in patent:Page/Page column 30