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162046-50-6

162046-50-6 Structure

162046-50-6 Structure
IdentificationBack Directory
[Name]

(2-Amino-benzyl)-carbamic acid tert-butyl ester
[CAS]

162046-50-6
[Synonyms]

2-(Boc-aminomethyl)aniline
tert-Butyl 2-aMinobenzylcarbaMate
Carbamic acid, N-[(2-aminophenyl)methyl]-, 1,1-dimethylethyl ester
[EINECS(EC#)]

200-258-5
[Molecular Formula]

C12H18N2O2
[MDL Number]

MFCD04071350
[MOL File]

162046-50-6.mol
[Molecular Weight]

222.28
Chemical PropertiesBack Directory
[Melting point ]

93℃
[Boiling point ]

382.5±25.0 °C(Predicted)
[density ]

1.095±0.06 g/cm3 (20 ºC 760 Torr)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[pka]

12.10±0.46(Predicted)
[Appearance]

White to off-white Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

(2-Amino-benzyl)-carbamic acid tert-butyl ester(162046-50-6)1HNMR
Hazard InformationBack Directory
[Synthesis]

Di-tert-butyl dicarbonate

24424-99-5

2-AMINOBENZYLAMINE

4403-69-4

(2-Amino-benzyl)-carbamic acid tert-butyl ester

162046-50-6

General procedure for the synthesis of tert-butyl (2-aminobenzyl)-carbamate from di-tert-butyl dicarbonate and 2-aminobenzylamine: 2-aminobenzylamine (6.0 g, 49.2 mmol) was dissolved in dichloromethane and stirred in an ice bath under nitrogen protection. A dichloromethane solution of di-tert-butyl dicarbonate (Boc)2O (10.7 g, 49.2 mmol) was added slowly and dropwise. The reaction mixture was then warmed up to room temperature to continue the reaction. After completion of the reaction, the reaction solution was washed sequentially with distilled water and saturated saline, dried over anhydrous sodium sulfate and filtered. The solvent was removed by distillation under reduced pressure and stirred overnight. The intermediate (2-aminobenzyl)-carbamic acid tert-butyl ester 5,10.5 g was obtained in 96.2% yield.

[References]

[1] Patent: CN104016944, 2016, B. Location in patent: Paragraph 0014-0015; 0046-0047
[2] Angewandte Chemie - International Edition, 2017, vol. 56, # 7, p. 1885 - 1889
[3] Angew. Chem., 2017, vol. 129, # 7, p. 1911 - 1915,5
[4] Organic and Biomolecular Chemistry, 2011, vol. 9, # 3, p. 656 - 658
[5] Journal of Medicinal Chemistry, 2003, vol. 46, # 9, p. 1661 - 1669
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