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

HRID 628707ノート

反応式

HRID 628707 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-8ac4b54ee90045deb91566dc0ec8c0cc
出典データセット
uspto-grants-2016_04
特許番号
US09314541B2

反応ノート

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