Identification | Back Directory | [Name]
N-BOC-2-AMINOPHENOL | [CAS]
186663-74-1 | [Synonyms]
tert-Butyl o-hydroxyphenylcarbamate tert-butyl N-(2-hydroxyphenyl)carbamate (3-oxo-1lambda3,2-benziodoxol-3-yl)acetate Carbamic acid, N-(2-hydroxyphenyl)-, 1,1-dimethylethyl ester Carbamic acid, (2-hydroxyphenyl)-, 1,1-dimethylethyl ester (9CI) 2-Hydroxyphenyl carbamic acid tert-butyl ester, N-tert-Butoxycarbonyl-2-aminophenol | [Molecular Formula]
C11H15NO3 | [MDL Number]
MFCD06411300 | [MOL File]
186663-74-1.mol | [Molecular Weight]
209.24 |
Chemical Properties | Back Directory | [Melting point ]
140-144 °C (lit.) | [Boiling point ]
265.6±23.0 °C(Predicted) | [density ]
1.182±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
soluble in Chloroform, Ethyl Acetate, Methanol | [form ]
Solid | [pka]
9.74±0.35(Predicted) | [color ]
White |
Hazard Information | Back Directory | [Uses]
N-Boc-2-aminophenol is an Boc protected 2-Aminophenol (A618930), an isomer of 4-Aminophenol (A618920). | [Synthesis]
GENERAL PROCEDURE: Iron(III) trifluoromethanesulfonate (Fe(OTf)3, 1 mol%) was added to a mixture containing o-aminophenol (1 mmol) and di-tert-butyl dicarbonate (Boc2O, 1 mmol) at room temperature with simultaneous magnetic stirring. The reaction mixture was continuously stirred until the reaction was complete (monitored by thin layer chromatography, TLC). After completion of the reaction, the reaction mixture was diluted with ethyl acetate (EtOAc) and washed with water. The organic layer was separated and dried with anhydrous magnesium sulfate (MgSO4). Finally, the solvent was removed by distillation under vacuum to obtain high purity N-Boc-2-aminophenol. | [References]
[1] Tetrahedron Letters, 2006, vol. 47, # 7, p. 1087 - 1091 [2] Journal of Chemical Research, 2013, vol. 37, # 12, p. 757 - 760 [3] Asian Journal of Chemistry, 2017, vol. 29, # 6, p. 1313 - 1316 [4] Journal of Organic Chemistry, 2002, vol. 67, # 14, p. 4882 - 4892 [5] Comptes Rendus Chimie, 2010, vol. 13, # 5, p. 544 - 547 |
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Energy Chemical
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Sigma-Aldrich
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