TERT-BUTYL 3-BROMOBENZYLCARBAMATE Chemical Properties

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 Information

Hazard Codes 

Xn

Risk Statements 

22

HS Code 

2924297099

TERT-BUTYL 3-BROMOBENZYLCARBAMATE Usage And Synthesis

Synthesis

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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