3,3-Difluorocyclopentanamine hydrochloride Chemical Properties

storage temp. 

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

Appearance

White to off-white Solid

InChI

InChI=1S/C5H9F2N.ClH/c6-5(7)2-1-4(8)3-5;/h4H,1-3,8H2;1H

InChIKey

IIUHMNFTPGBLCX-UHFFFAOYSA-N

SMILES

FC1(CCC(N)C1)F.Cl

3,3-Difluorocyclopentanamine hydrochloride Usage And Synthesis

Synthesis

Benzyl 3N-difluorocyclopentylcarbamate (1.5 g, 5.88 mmol) was used as a raw material, which was dissolved in 6N HCl (6 mL) and the reaction was heated at 100 °C for 20 hours. After completion of the reaction, the mixture was cooled to room temperature and the brown solution was extracted with ether (2 x 2 mL) to remove unreacted feedstock and toluene. The aqueous phase was dried over vacuum heat to afford 3,3-difluorocyclopentylamine hydrochloride as a light brown solid (0.79 g, 85% yield). The structure of the product was confirmed by the following characterization data: 1H NMR (MeOD-d4, 400 MHz) δ: 4.79 (m, 1H), 2.62 (m, 1H), 2.32 (m, 2H), 2.18 (m, 2H), 1.87 (m, 1H); 13C NMR (MeOD-d4, 400 MHz) δ: 131.4 (t), 41.0 (t), 34.8 (t), 28.9; 19F NMR (MeOD-d4, standard CFCl3, 400 MHz) δ: -93.0 (m, 2F).LC/MS analysis showed the [M + H]+ peak was located at 121.9.

References

[1] Patent: WO2013/107405, 2013, A1. Location in patent: Page/Page column 45
[2] Patent: US2015/87600, 2015, A1. Location in patent: Page/Page column
[3] Patent: US2007/161685, 2007, A1. Location in patent: Page/Page column 118-119

3,3-Difluorocyclopentanamine hydrochloride(939398-48-8)Related Product Information

• Cyclopentanol, 3-amino-, hydrochloride (1:1)
• (S)-3,3-DifluorocyclopentanaMine hydrochloride
• tert-Butyl (3,3-difluorocyclopentyl)carbaMate