2-FLUORO-6-METHOXYBENZYLAMINE Chemical Properties

Boiling point:

76-77°C/3.2mm

Density 

1.127±0.06 g/cm3(Predicted)

storage temp. 

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

pka

8.72±0.10(Predicted)

form 

liquid

color 

clear

InChI

InChI=1S/C8H10FNO/c1-11-8-4-2-3-7(9)6(8)5-10/h2-4H,5,10H2,1H3

InChIKey

JCXMQSDLDAJYMF-UHFFFAOYSA-N

SMILES

C1(CN)=C(OC)C=CC=C1F

Safety Information

HS Code 

2922290090

2-FLUORO-6-METHOXYBENZYLAMINE Usage And Synthesis

Synthesis

General procedure for the synthesis of 2-fluoro-6-methoxybenzylamine from 2-fluoro-6-methoxybenzonitrile: 30 g of Raney nickel catalyst was added to a 1.0 L methanol solution containing 2-fluoro-6-methoxybenzonitrile (228 g, crude) and 145 mL ammonium hydroxide. The reaction mixture was transferred to an autoclave and stirred at 40 °C and 25 atm hydrogen atmosphere for 8 hours. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to give a light yellow oil. The oily material was further purified by decompression distillation to give 2-fluoro-6-methoxybenzylamine (60 g, 54% yield) as a colorless oil. The product was characterized by 1H NMR (500 MHz, DMSO-d6): δ 1.58 (s, 2H), 3.67 (s, 1H), 6.75 (t, 1H), 6.82 (d, 1H), 7.22 (dd, 1H).LC-MS analysis showed [MH]+ = 156.1.

References

[1] Patent: WO2017/221092, 2017, A1. Location in patent: Paragraph 00154
[2] Patent: WO2017/221100, 2017, A1. Location in patent: Paragraph 00149

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