5-Fluoro-2-iodobenzoic acid synthesis
- Product Name:5-Fluoro-2-iodobenzoic acid
- CAS Number:52548-63-7
- Molecular formula:C7H4FIO2
- Molecular Weight:266.01
446-08-2
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$14.00/5g
52548-63-7
155 suppliers
$8.00/250mg
Yield:52548-63-7 75%
Reaction Conditions:
Stage #1: 2-amino-5-fluorobenzoic acidwith hydrogenchloride;sodium nitrite in water at 0 - 5;
Stage #2: with copper(l) iodide;potassium iodide in water at 5 - 20;
Steps:
Step 1 : To a solution of compound 8 (25 g, 0.162 mol) in 2 N HCI solution (350 mL) was added a solution of sodium nitrite (1 1.2 g, 0.16 mol) in H20 (150 mL) drop-wise while maintaining the temperature between 0 - 5 °C. After the addition was completed, the mixture was stirred at 0-5 °C for 90 minutes. Then, the mixture was added to a solution of potassium iodide (53 g, 0.32 mol) and copper (I) iodide (15.2 g, 0.081 mol) in H20 (150 mL) drop-wise with the temperature maintained at ~5 °C. After addition was completed, the mixture was stirred at room temperature for 18 hours after which TLC (EtOAc) indicated that the reaction was complete. The mixture was filtered and the cake dried. The residue was diluted with MTBE (500 mL), refluxed for 20 minutes, and filtered. The filtrate was concentrated to afford compound 9 as a yellow solid (30 g, 75% yield). 1 H NMR (400 MHz, Methanol-d4) δ 8.04 - 8.00 (m, 1 H), 7.59 - 7.56 (m, 1 H), 7.08 - 7.03 (m, 1 H).
References:
WO2013/132376,2013,A1 Location in patent:Page/Page column 151
326-65-8
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$60.00/50mg
52548-63-7
155 suppliers
$8.00/250mg
49579-56-8
67 suppliers
$19.00/250mg
52548-63-7
155 suppliers
$8.00/250mg