ChemicalBook CAS DataBase List 2-Bromo-3-nitrophenol

2-Bromo-3-nitrophenol synthesis

7synthesis methods

Product Name:2-Bromo-3-nitrophenol
CAS Number:101935-40-4
Molecular formula:C6H4BrNO3
Molecular Weight:218

67853-37-6 Synthesis

67853-37-6
140 suppliers
$8.00/1g

101935-40-4
127 suppliers
$9.00/100mg

Yield: 98%

Reaction Conditions:

with boron tribromide in dichloromethane at -70 - 20; for 26 h;Product distribution / selectivity;Inert atmosphere;

Steps:

SSynthesis of 2-f2'-Nitro-6'-pyridin-4-yl-biphenyl-4-yloxymethyl)-αuinoline (Example 384)2-Bromo-3-nitrophenol Error. Objects cannot be created from editing field codes.BBr₃ (1.0M in CH₂Cl₂, 88 mL, 88 mmol) was added dropwise over 1 h to a stirred solution of 2-bromo-3-nitroanisole in CH₂Cl₂ (35 mL) under argon at -70 ⁰C. The resulting deep burgundy-colored reaction mixture was allowed to warm up to RT slowly (over 2 h) and stirred at RT for 23 h. The reaction mixture was poured onto 35O g crushed ice and extracted with EtOAc (300 mL). The organic phase was separated, washed with brine (75 mL), and dried over MgSO₄. Concentration and purification by chromatography (5-70% EtO Ac/heptane) gave the title compound 2-bromo-3-nitrophenol (5.36 g, 98%) as a yellow solid. ¹H NMR (300 MHz, CDCI3/TMS) δ 7.48 (d, J= 8.1 Hz, IH), 7.37 (t, J = 8.1 Hz, IH), 7.27 (d, J= 8.4 Hz, IH), 6.13 (br s, IH); ¹³C NMR (75 MHz, CDCI3/TMS) δ 153.7, 128.7, 119.8, 117.5, 102.9.

References:

ENVIVO PHARMACEUTICALS, INC. WO2009/158467, 2009, A2 Location in patent:Page/Page column 59-60; 91

603-85-0 Synthesis