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ChemicalBook--->CAS DataBase List--->186663-74-1

186663-74-1

186663-74-1 Structure

186663-74-1 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/38-43
[Safety Statements ]

26
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

N-Boc-2-aminophenol is an Boc protected 2-Aminophenol (A618930), an isomer of 4-Aminophenol (A618920).
[Synthesis]

Di-tert-butyl dicarbonate

24424-99-5

2-Aminophenol

95-55-6

N-BOC-2-AMINOPHENOL

186663-74-1

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
Spectrum DetailBack Directory
[Spectrum Detail]

N-BOC-2-AMINOPHENOL(186663-74-1)1HNMR
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