ChemicalBook CAS DataBase List (4,4-difluorocyclohexyl)methanamine

(4,4-difluorocyclohexyl)methanamine synthesis

9synthesis methods

Product Name:(4,4-difluorocyclohexyl)methanamine
CAS Number:810659-05-3
Molecular formula:C7H13F2N
Molecular Weight:149.18

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Yield: 87%

Reaction Conditions:

with hydrogen;Raney 2800 nickel in ethanol;water under 2585.81 Torr;Product distribution / selectivity;

Steps:

[(4,4-Difluorocyclohexyl)methyl]amineRaney 2800 nickel, slurry in water, active catalyst (6 mL) was added to a solution of 4,4-difluorocyclohexanecarbonitrile (18.2 g, 125 mmol) in EtOH (300 mL). The reaction mixture was shaken overnight in a Parr hydrogenation apparatus under a 50 PSI atmosphere of hygrogen. The reaction mixture was filtered over a celite pad and the solvent was concentrated to provide the title compound as a colorless liquid. Yield 16 g (87%). ¹H NMR (400 MHz, CHLOROFORM-D): δ 1.17 - 1.46 (m, 3 H), 1.52 - 1.94 (m, 2 H), 2.03 - 2.32 (m, 2 H), 2.57 - 2.70 (m, 2 H).

References:

ASTRAZENECA AB WO2007/13848, 2007, A1 Location in patent:Page/Page column 10