ChemicalBook CAS DataBase List 5-Bromo-2-hydroxyacetophenone

5-Bromo-2-hydroxyacetophenone synthesis

13synthesis methods

Product Name:5-Bromo-2-hydroxyacetophenone
CAS Number:1450-75-5
Molecular formula:C8H7BrO2
Molecular Weight:215.04

Preparation by Fries rearrangement of 4-bromophenyl acetate with aluminium chloride without solvent between 110° and 160° (84–91%).

106-41-2
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75-36-5 Synthesis

75-36-5
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1450-75-5
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$10.00/1g

Yield:1450-75-5 87%

Reaction Conditions:

with aluminum (III) chloride at 130; for 2 h;

Steps:

75; 77.1 Step 1: synthesis of 1- (5-bromo-2-hydroxyphenyl) ethanone
p-Bromophenol (92 g, 536 mmol) was placed in a three-neck flask, then acetylchloride (46 g, 590 mmol) was added dropwise slowly at 0 . The mixture was stirred at room temperature for 2 h. The temperature was rised to 130 , and aluminium chloride (128 g, 965 mmol) was added in portions. Then the mixture was stirred and 130 for 2 h. After the reaction was completed, to the reaction mixture was added ice-water, and the resulting mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and the solvent was removed to give a white solid (99 g) , yield: 87%.[0942]MS-ESI: m/z 215.1 [M+H]⁺.

References:

DONGGUAN HEC TECH R & D CO., LTD.;LI, Yitao;CHI, Weilin;ZENG, Shuiming;LIAN, Zeyu;ZHANG, Hu;LIN, Jian WO2019/62802, 2019, A1 Location in patent:Paragraph 00330

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