| Identification | Back Directory | [Name]
tert-butyl 4,4-difluoropiperidine-1-carboxylate | [CAS]
281652-10-6 | [Synonyms]
1-Boc-4,4-difluoropiperidine
tert-Butyl 4,4-difluoro-1-piperidinecarboxylate
tert-butyl 4,4-difluoropiperidine-1-carboxylate
4,4-difluoropiperidine-1-formic acid tert-butyl ester
4,4-Difluoro-piperidine-1-carboxylic acid tert-butyl ester
1-Piperidinecarboxylic acid, 4,4-difluoro-, 1,1-dimethylethyl ester | [Molecular Formula]
C10H17F2NO2 | [MDL Number]
MFCD11054110 | [MOL File]
281652-10-6.mol | [Molecular Weight]
221.244 |
| Chemical Properties | Back Directory | [Boiling point ]
247.7±40.0 °C(Predicted) | [density ]
1.12±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [pka]
-4.70±0.40(Predicted) | [Appearance]
Off-white to light brown Solid |
| Hazard Information | Back Directory | [Synthesis]
General procedure: Example 1: Preparation of Intermediate 1: tert-butyl 4,4-difluoropiperidine-1-carboxylate
To a solution of N-tert-butoxycarbonyl-4-piperidone (10 g; 0.05 mol) in anhydrous dichloromethane (80 ml) at 40 °C, diethylamino sulfur trifluoride (DAST, 3 eq.) was slowly added. The reaction mixture was stirred at 20 °C for 4 hours. Subsequently, the mixture was brought back to room temperature and carefully poured into saturated aqueous sodium bicarbonate solution. The aqueous phase was extracted with dichloromethane (3 x 70 ml) and the combined organic phases were washed with deionized water and dried over anhydrous sodium sulfate. After concentration under reduced pressure, a light yellow oily product was obtained in 95% yield.
1H NMR (CDCl3) δ: 3.52-3.58 (m, 4H), 1.87-2.0 (m, 4H), 1.49 (s, 9H). | [References]
[1] Patent: WO2013/127913, 2013, A1. Location in patent: Page/Page column 37; 38
[2] Patent: US2015/51226, 2015, A1. Location in patent: Paragraph 0182; 0183; 0184
[3] Patent: WO2017/149518, 2017, A1. Location in patent: Page/Page column 27; 28
[4] Patent: WO2015/52264, 2015, A1. Location in patent: Paragraph 01571; 01572
[5] Patent: WO2017/17630, 2017, A1. Location in patent: Page/Page column 54 |
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