2-iodo-3-methoxyphenol synthesis

7synthesis methods

Product Name:2-iodo-3-methoxyphenol
CAS Number:121980-50-5
Molecular formula:C7H7IO2
Molecular Weight:250.03

2-Iodo-1-(methyloxy)-3-{[(methyloxy)methyl]oxy}benzene

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121980-50-5
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Yield:121980-50-5 83.6%

Reaction Conditions:

with hydrogenchloride in methanol at 65; for 3.91667 h;

Steps:

3 (3) 2-Iodo-3-methoxyphenol
In methanol (70 mL) was dissolved 6.59 g of 2-iodo-1-methoxy-3-(methoxymethoxy)benzene obtained in (2), conc. hydrochloric acid (0.18 mL) was added dropwise to the solution, and the resulting mixture was stirred at 65C for 1 hour and 15 minutes. Moreover, conc. hydrochloric acid (0.20 mL) was additionally added thereto, and the resulting mixture was stirred at 65C for 2 hours and 40 minutes. The reaction mixture was poured into water, and extracted with ethyl acetate. The organic layer was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was removed, and the obtained residue was purified by silica gel column chromatography (Wako gel C-100, hexane-ethyl acetate, gradient) to obtain 4.61 g (18.4 mmol, Yield from 1-methoxy-3-(methoxymethoxy)benzene: 83.6%) of 2-iodo-3-methoxyphenol.

References:

Sankyo Agro Company, Limited EP1426365, 2004, A1 Location in patent:Page 297

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