Bromine → 2-Bromo-6-(piperidine-1-carbonyl)-cyclohexanone

HRID 1506687Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1506687
[N:1]1([C:7]([CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][C:10]2=[O:15])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Br:16]Br>C(OCC)C>[Br:16][CH:11]1[CH2:12][CH2:13][CH2:14][CH:9]([C:7]([N:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)=[O:8])[C:10]1=[O:15]

Komponenten

4

Edukt 2

HCID 24408BromineHCID 134131852-(1-Piperidinylcarbonyl)cyclohexanone

Produkt 1

HCID 666798302-Bromo-6-(piperidine-1-carbonyl)-cyclohexanoneAusbeute 107 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

2-(piperidine-1-carbonyl)-cyclohexanone (19) (4.0 g, 19 mmol) was dissolved in diethyl ether (5 mL) and cooled to 0° C. under N2. Bromine (5.9 g, 19 mmol, 1.0 mL) was added dropwise over 15 min and the reaction mixture was allowed to warm to room temperature over 90 min. The solid was collected by filtration to give 5.86 g (quantitative) of 2-bromo-6-(piperidine-1-carbonyl)-cyclohexanone (20) as a white solid which was used in the next step without purification. The structure was confirmed by 13C NMR (75 MHz, DMSO-d6) δC 17.3, 24.2, 25.3, 25.8, 32.5, 44.0, 51.6, 108.3, 145.5, 167.8.

Aufarbeitung

  1. temperatureto warm to room temperature over 90 min
  2. filtrationThe solid was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-d0f65930f984439894b48f7e72589681
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09220795B2

Notizen zur Reaktion

Wird geladen…