4-Iodophenoxyacetic acid synthesis
- Product Name:4-Iodophenoxyacetic acid
- CAS Number:1878-94-0
- Molecular formula:C8H7IO3
- Molecular Weight:278.04
90794-33-5
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1878-94-0
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Yield:1878-94-0 98%
Reaction Conditions:
with lithium hydroxide monohydrate in tetrahydrofuran;water at 20; for 1 h;Inert atmosphere;Schlenk technique;
Steps:
2 4.1.2 Methyl-3-[2-(4-ethynylphenoxy)acetamido]-4-hydroxybenzoate (5)
A mixture of 4 (1.53 g, 5.0 mmol), lithium hydroxide monohydrate (258 mg, 6.1 mmol) in a 1:1 solution of THF and water (12 mL) was stirred at room temperature for 5 min. The reaction was quenched by HCl solution (1 N) and the organic solvent was removed under reduced pressure. The crude products were extracted with ethyl acetate, washed with saturated aqueous NaCl solution, dried over anhydrous MgSO4, and concentrated to give product 5 as a spectroscopically pure form (1.36 g, 4.9 mmol, 98%) as a white solid: 1H NMR (400 MHz; CD3OD): δ 7.48 (d, J = 8.6 Hz, 2H), 6.66 (d, J = 8.6 Hz, 2H), 4.54 (s, 2H); 13C NMR (100 MHz; CD3OD) δ 172.3, 159.4, 139.4, 118.1, 84.1, 65.8; MS (ESI) m/z 276 [M - H]-.
References:
Nakamura, Hiroyuki;Yasui, Yuka;Ban, Hyun Seung [Journal of Organometallic Chemistry,2013,vol. 747,p. 189 - 194]
122-59-8
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1878-94-0
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540-38-5
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3926-62-3
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1878-94-0
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81720-18-5
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1878-94-0
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