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171663-13-1

171663-13-1 Structure

171663-13-1 Structure
IdentificationBack Directory
[Name]

TERT-BUTYL 3-BROMOBENZYLCARBAMATE
[CAS]

171663-13-1
[Synonyms]

N-Boc-3-broMobenzylaMine
TERT-BUTYL 3-BROMOBENZYLCARBAMATE
1-(Boc-aMinoMethyl)-3-broMobenzene
tert-butyl N-[(3-bromophenyl)methyl]carbamate
(3-BROMO-BENZYL)-CARBAMIC ACID TERT-BUTYL ESTER
N-[(3-Bromophenyl)Methyl]-Carbamic Acid 1,1-Dimethylethyl Ester
Carbamic acid, N-[(3-bromophenyl)methyl]-, 1,1-dimethylethyl ester
[Molecular Formula]

C12H16BrNO2
[MDL Number]

MFCD08703139
[MOL File]

171663-13-1.mol
[Molecular Weight]

286.16
Chemical PropertiesBack Directory
[Melting point ]

59-60 °C
[Boiling point ]

374.3±25.0 °C(Predicted)
[density ]

1.319±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[form ]

solid
[pka]

12.15±0.46(Predicted)
[color ]

White
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P280-P305+P351+P338
[Hazard Codes ]

Xn
[Risk Statements ]

22
[HS Code ]

2924297099
Spectrum DetailBack Directory
[Spectrum Detail]

TERT-BUTYL 3-BROMOBENZYLCARBAMATE(171663-13-1)1HNMR
Hazard InformationBack Directory
[Synthesis]

Di-tert-butyl dicarbonate

24424-99-5

3-Bromobenzylamine hydrochloride

39959-54-1

TERT-BUTYL 3-BROMOBENZYLCARBAMATE

171663-13-1

The general procedure for the synthesis of 1-(Boc-aminomethyl)-3-bromobenzene from 3-bromobenzylamine hydrochloride and di-tert-butyl dicarbonate was as follows: to 250 mL of dichloromethane were added 25 g (110 mmol) of 3-bromobenzylamine hydrochloride and 24.5 g (110 mmol) of di-tert-butyl dicarbonate followed by 15.6 mL (110 mmol) of triethylamine. The reaction mixture was stirred at room temperature for 16 hours. Upon completion of the reaction, the reaction mixture was washed with water and the organic and aqueous phases were separated by sedimentation. The organic phase was dried over anhydrous sodium sulfate and the solvent was subsequently evaporated to give 32.4 g (100% yield) of tert-butyl (3-bromobenzyl)carbamate in crystalline form.

[References]

[1] Patent: US2009/12129, 2009, A1. Location in patent: Page/Page column 21
[2] Patent: WO2006/18325, 2006, A1. Location in patent: Page/Page column 28 - 29
[3] Patent: US2016/332999, 2016, A1. Location in patent: Paragraph 0420; 0421
[4] Patent: WO2018/5794, 2018, A2. Location in patent: Page/Page column 94
[5] Organic Process Research and Development, 2011, vol. 15, # 6, p. 1247 - 1255
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