Methyl 3-(4-Iodophenyl)propanoate synthesis
- Product Name:Methyl 3-(4-Iodophenyl)propanoate
- CAS Number:33994-44-4
- Molecular formula:C10H11IO2
- Molecular Weight:290.1
67-56-1
1643-29-4
33994-44-4
Methanol (5 mL) was cooled to 0°C under nitrogen protection and acetyl chloride (0.4 mL, 5.63 mmol) was added slowly and dropwise. After stirring the reaction for 10 min, 3-(4-iodophenyl)propionic acid (498 mg, 1.80 mmol) was slowly added. The reaction mixture was stirred at room temperature for VA h and subsequently concentrated under vacuum. The concentrate was redissolved in methanol and concentrated again to give 512 mg (98% yield) of pure white solid product methyl 3-(4-iodophenyl)propionate. Thin layer chromatography (TLC) Rf value was 0.39 (unfolding agent ratio: ethyl acetate:hexane = 1:4). Nuclear magnetic resonance hydrogen spectrum (1H NMR, CDCl3) δ 7.61-7.59 (m, 2H), 6.97-6.94 (m, 2H), 3.66 (s, 3H), 2.92-2.87 (t, 2H, J=7.5 Hz), 2.63-2.58 (t, 2H, J=7.5 Hz). Nuclear magnetic resonance carbon spectrum (13C NMR, CDCl3) δ 173.0, 140.1, 137.5, 130.4, 91.4, 51.7, 35.4, 30.4. electron bombardment mass spectrum (EI-MS) m/z 290.0 (MH+).
67-56-1
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1643-29-4
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33994-44-4
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Yield:33994-44-4 99%
Reaction Conditions:
with sulfuric acid at 75; for 15 h;Inert atmosphere;
References:
Rosen, Brad M.;Huang, Chenghong;Percec, Virgil [Organic Letters,2008,vol. 10,# 12,p. 2597 - 2600] Location in patent:supporting information; experimental part
35418-07-6
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33994-44-4
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1643-29-4
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18107-18-1
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33994-44-4
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33994-44-4
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