N-BOC-2-AMINOPHENOL Chemical Properties

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 Information

Hazard Codes 

Xi

Risk Statements 

36/38-43

Safety Statements 

26

WGK Germany 

3

N-BOC-2-AMINOPHENOL Usage And Synthesis

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

N-BOC-2-AMINOPHENOL(186663-74-1)Related Product Information

• 4-N-Boc-amino-3-methoxyphenylboronic acid
• 3-(BOC-AMINO)-4-HYDROXYBENZOIC ACID
• Carbamic acid, (4-bromo-2-methoxyphenyl)-, 1,1-dimethylethyl ester (9CI)
• BOC-2-AMINO-3,4,5-TRIMETHOXYBENZOIC ACID
• (2-METHOXYPHENYL)-CARBAMIC ACID, 1,1-DIMETHYL ETHYL ESTER
• 3-N-BOC-AMINO-2-HYDROXY-5-METHYL ACETOPHENONE
• N-T-BUTOXYCARBONYL-2-(TRIFLUOROMETHOXY)ANILINE
• Benzoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-4-methoxy- (9CI)
• (5-AMINO-2-METHOXY-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER
• BOC-4-AMINO-3-METHOXYBENZOIC ACID
• N-BOC-2-AMINOPHENOL
• TERT-BUTYL 8-HYDROXY-3,4-DIHYDROQUINOLINE-1(2H)-CARBOXYLATE
• BOC-2-AMINO-3-METHOXYBENZOIC ACID
• 4-(TERT-BUTOXYCARBONYLAMINO)-3-METHOXYPHENYLBORONIC ACID, PINACOL ESTER
• BOC-2-METHOXY-6-METHYLANILINE
• TERT-BUTYL 8-AMINO-2-METHYL-2H-BENZO[B][1,4]OXAZINE-4(3H)-CARBOXYLATE
• tert-Butyl 2-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-ylcarbamate
• N-BOC-(2-IODO-6-METHOXY-PHENYL)-METHYL-AMINE