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

HRID 1753926ノート

反応式

HRID 1753926 の反応式
[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]

参加物

4

反応物 2

HCID 24408BromineHCID 134131852-(1-Piperidinylcarbonyl)cyclohexanone

生成物 1

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

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-11b1807dc5354f389e1116db7cbaf9cf
出典データセット
uspto-grants-2015_10
特許番号
US09168317B2

反応ノート

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