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2-Amino-3-methoxyphenol

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2-Amino-3-methoxyphenol Basic information
Product Name:2-Amino-3-methoxyphenol
Synonyms:2-Amino-3-methoxyphenol;2-Amino-3-methoxyphenol hydrochloride;Phenol, 2-amino-3-methoxy-
CAS:40925-69-7
MF:C7H9NO2
MW:139.15
EINECS:
Product Categories:
Mol File:40925-69-7.mol
2-Amino-3-methoxyphenol Structure
2-Amino-3-methoxyphenol Chemical Properties
Boiling point 265.1±25.0 °C(Predicted)
density 1.219±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
pka9.38±0.10(Predicted)
AppearanceOff-white to brown Solid
Safety Information
MSDS Information
2-Amino-3-methoxyphenol Usage And Synthesis
Synthesis
3-Methoxy-2-nitrophenol

3114-61-2

2-Amino-3-methoxyphenol

40925-69-7

General procedure for the synthesis of 2-amino-3-methoxyphenol from 3-methoxy-2-nitrophenol: To a stirred solution of 3-methoxy-2-nitrophenol (8.78 g, 51.9 mmol) in ethanol (250 mL) was added 10% palladium-carbon catalyst (1 g), and the reaction mixture was stirred for 2.5 hr at room temperature and hydrogen atmosphere (1 atm). Upon completion of the reaction, the mixture was filtered through a diatomaceous earth pad to remove the catalyst. The filtrate was concentrated in vacuum to afford 2-amino-3-methoxyphenol (7.09 g, 51.0 mmol, 98% yield) as a yellow solid. The product was characterized by 1H NMR (CDCl3, 400 MHz): δ 3.85 (3H, s), 6.46 (1H, d, J = 7.9 Hz), 6.48 (1H, d, J = 7.9 Hz), 7.40 (1H, t, J = 7.9 Hz), 10.22 (1H, s).

References[1] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 5, p. 1644 - 1658
[2] Patent: EP2168959, 2010, A1. Location in patent: Page/Page column 123
2-Amino-3-methoxyphenol Preparation Products And Raw materials
Raw materials3-Methoxy-2-nitrophenol-->4-methoxybenzo[d]oxazol-2(3H)-one-->Hydrogen-->Palladium-->Ethanol-->Activated carbon
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