Benzoic acid, 2-(broMoMethyl)-6-iodo-, Methyl ester synthesis
- Product Name:Benzoic acid, 2-(broMoMethyl)-6-iodo-, Methyl ester
- CAS Number:861840-51-9
- Molecular formula:C9H8BrIO2
- Molecular Weight:354.97
103440-55-7
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861840-51-9
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Yield:861840-51-9 50%
Reaction Conditions:
with N-Bromosuccinimide;2,2'-azobis(isobutyronitrile) in tetrachloromethane;Reflux;
Steps:
80.5 5. Step- Synthesis of meth l 2- bromometh l)-6-iodobenzoate
A mixture of methyl 5-iodo-2-methylbenzoate (3.8 g, 13.7 mmol), AIBN (2,2'- Dimethyl-2,2'-azodipropionitrile) (1 g, 6.16 mmol) and N-Bromosuccinimide (2.9 g, 16.5 mmol) in carbon tetrachloride (40 ml) was refluxed overnight. TLC showed the reaction was complete. The cooled reaction mixture was partitioned between dichloromethane (30 ml) and water (20 ml). The organic layer was collected, and the aqueous layer was extracted with dichloromethane (30 ml x2). The combined organic layers were washed with brine (20 ml), dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give a crude residue which was purified by silica gel flash chromatography (eluted with 5% ethyl acetate in hexane) to afford methyl 2- (bromomethyl)-6-iodobenzoate (2.4 g, yield 50%) as white solid.1H NMR (400 Hz, CDCl3): δ 3.99 (s, 3H), 4.78 (s, 2H), 7.09 (t, J = 8.0 Hz, 1H), 7.40 (d, J = 7.6 Hz, 1H), 7.80 (d, J = 8.0 Hz, 1H). Chemical Formula: C9H8BrIO2; Molecular Weight: 354.97;
References:
WO2018/119441,2018,A1 Location in patent:Paragraph 0076; 00761
54811-50-6
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861840-51-9
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118-90-1
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861840-51-9
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52107-92-3
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861840-51-9
26 suppliers
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