ChemicalBook CAS DataBase List N-(tert-Butoxycarbonyl)-4-piperidone

N-(tert-Butoxycarbonyl)-4-piperidone synthesis

13synthesis methods

Product Name:N-(tert-Butoxycarbonyl)-4-piperidone
CAS Number:79099-07-3
Molecular formula:C10H17NO3
Molecular Weight:199.25

24424-99-5 Synthesis

24424-99-5
810 suppliers
$13.50/25G

41979-39-9 Synthesis

41979-39-9
119 suppliers
$15.00/10mg

79099-07-3
550 suppliers
$5.00/5g

Yield:79099-07-3 100%

Reaction Conditions:

Stage #1: di-tert-butyl dicarbonate;4-piperidone hydrochloridewith triethylamine;dmap in methanol at 20; for 20 h;
Stage #2: with hydrogenchloride in dichloromethane;

Steps:

8

Triethylamine (19.2g, 190mmol) was added to a stirring solution of 4-piperidone monohydrate hydrochloride (20.0g, 131mmol) in methanol (300mL) and stirred for 5min. Boc₂0 (34g, 168mmol) was added in portions over a 5min period, followed by DMAP (0.4g, 3mmol). The solution was stirred at ambient temperature for 20h. The methanol was removed under reduced pressure and the crude was dissolved in dichloromethane (100mL). The organic phase was washed with HCI (2M, 2 x 70mL) sat. Na₂C0₃ (70mL) and sat NaCI (50mL), dried over Na₂S0₄, filtered and evaporated to dryness to yield 1- Boc-4-piperidone as a white solid in quantitative yield. ¹H NMR (CDCI 3400m Hz) δ 3.71 (t, J=6.2Hz, 4H), 2.44 (t, J=6.2Hz, 4H), 1.49 (s, 9H).

References:

WO2012/142668,2012,A1 Location in patent:Page/Page column 50; 51

109384-19-2 Synthesis