ChemicalBook CAS DataBase List 2-Bromo-3-fluorobenzoic acid

2-Bromo-3-fluorobenzoic acid synthesis

8synthesis methods

Product Name:2-Bromo-3-fluorobenzoic acid
CAS Number:132715-69-6
Molecular formula:C7H4BrFO2
Molecular Weight:219.01

825-22-9
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$13.00/5g

132715-69-6
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$15.00/2 g

Yield:132715-69-6 78%

Reaction Conditions:

Stage #1:3-fluoroanthranilic acid with hydrogen bromide in water;acetonitrile at 0; for 0.166667 h;
Stage #2: with sodium nitrite in water;acetonitrile at 0; for 1.08333 h;
Stage #3: with copper(I) bromide in water;acetonitrile at 70; for 1.5 h;

Steps:

127
Example 127 Preparation of 5-fluoro-2-methyl-8-nitro-3,4-dihydro-2H-isoquinolin-1-one In a 1 L, three necked, round-bottomed flask fitted with a dropping funnel and a thermometer, were charged 20 g (0.13 mol) of 2-amino-3-fluoro-benzoic acid and 160 mL of acetonitrile. After cooling to 0° C., 160 mL of hydrobromic acid (47%) was added dropwise over 10 min. To the resulting solution, 10 g of NaNO₂ (0.145 mol) in water (20 mL) was added dropwise over 1 hour. After addition, the reaction mixture was stirred at 0° C. for 5 min, and 21.8 g of Cu(I) Br (0.15 mol) was added portionwise over 30 min. Stirring was continued at 70° C. in an oil bath for 1 hour. After cooling to 0° C., 700 mL of H₂O was added and the precipitate was filtered, washed with cold water and dried under vacuum to give an orange solid corresponding to 2-bromo-3-fluoro-benzoic acid (22 g, 78%).

References:

Kawahara, Eiji;Miyake, Takahiro;Roesel, Johannes US2008/293708, 2008, A1 Location in patent:Page/Page column 37

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455-38-9 Synthesis