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

HRID 628707노트

반응식

HRID 628707 반응식
[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]

참가 물질

4

반응물 2

HCID 24408BromineHCID 134131852-(1-Piperidinylcarbonyl)cyclohexanone

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-8ac4b54ee90045deb91566dc0ec8c0cc
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09314541B2

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