N-T-BOC-4,4-DIFLUOROCYCLOHEXYLAMINE Chemical Properties

Melting point:

119-122 °C

Boiling point:

293.2±40.0 °C(Predicted)

Density 

1.09±0.1 g/cm3(Predicted)

storage temp. 

2-8°C

pka

11.46±0.40(Predicted)

Appearance

White to off-white Solid

Safety Information

HS Code 

2921309990

N-T-BOC-4,4-DIFLUOROCYCLOHEXYLAMINE Usage And Synthesis

Synthesis

General procedure for the synthesis of N-Boc-4,4-difluorocyclohexylamine from 4-N-Boc-aminocyclohexanone: To a solution of 1,1-dimethylethyl (4-oxocyclohexyl) carbamate (1 g, 4.69 mmol, 1 eq.) in dichloromethane (15 mL) was added diethylamino sulfur trifluoride (DAST, 1.05 mL, 7.98 mmol. 1.7 eq.) and the reaction mixture was stirred at room temperature for 15 hours. After completion of the reaction, saturated aqueous sodium bicarbonate solution was added and the resulting two-phase mixture was stirred vigorously for 1 hour. The organic and aqueous layers were separated and the aqueous phase was extracted with dichloromethane. All organic phases were combined, dried with anhydrous magnesium sulfate, filtered and concentrated in vacuum to give 1,1-dimethylethyl (4,4-difluorocyclohexyl) carbamate (D277, 1.03 g, 93% yield) as a beige solid, which could be used in the next step without further purification.

References

[1] Patent: WO2004/50619, 2004, A1. Location in patent: Page 71
[2] Patent: WO2013/107405, 2013, A1. Location in patent: Page/Page column 49-50
[3] Patent: TW2017/36341, 2017, A. Location in patent: Paragraph 0489; 0492-0495
[4] Patent: WO2004/94430, 2004, A1. Location in patent: Page 27
[5] Patent: WO2004/111033, 2004, A1. Location in patent: Page 24; 25

N-T-BOC-4,4-DIFLUOROCYCLOHEXYLAMINE(675112-67-1)Related Product Information

• N-T-BOC-4,4-DIFLUOROCYCLOHEXYLAMINE
• 4,4-DIFLUOROCYCLOHEXANAMINE