2-Bromo-6-methyl-4-nitrophenol synthesis

6synthesis methods

Product Name:2-Bromo-6-methyl-4-nitrophenol
CAS Number:4186-49-6
Molecular formula:C7H6BrNO3
Molecular Weight:232.03

99-53-6 Synthesis

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Yield:4186-49-6 80%

Reaction Conditions:

with bromine;acetic acid at 20; for 4 h;

Steps:

10 j0800] Preparation of 2-bromo-6-methyl-4-nitrophenol:

Br₂ (122.2 g, 0.765 mol) was added into a solution of 2-methyl-4-nitrophenol (90.0 g, 0.588 mol) in HOAc (1.17 L) at room temperature.
The resulting solution was stirred at room temperature for 4 h. TLC showed the reaction was complete.
The solution was added into ice-water (3 L) slowly and filtered.
The filter cake was dissolved into EA (2.5 L) and washed with saturated NaHSO₃ (3*500 mL).
The EtOAc layer was dried over anhydrous Na₂SO₄, filtered and concentrated in vacuo to afford 2-bromo-6-methyl-4-nitrophenol (110 g, 80%) as yellow solid. ¹H-NMR: 400 MHz, (CDCl₃) δ: 8.30 (d, J=2.0 Hz, 1H), 8.05 (s, 1H), 6.22 (s, broad, 1H), 2.41 (s, 3H).

References:

US2013/281433,2013,A1 Location in patent:Paragraph 0800