Acetyl chloride → 1-[4-(4-Nitrophenyl)-1-piperidinyl]ethanone

HRID 2189272ノート

反応式

HRID 2189272 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[C:16](Cl)([CH3:18])=[O:17].CCN(CC)CC.C([O-])(O)=O.[Na+]>C(Cl)Cl>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[CH2:11][CH2:12][N:13]([C:16](=[O:17])[CH3:18])[CH2:14][CH2:15]2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

参加物

6

反応物 4

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 159258174-(4-Nitrophenyl)piperidine

生成物 1

HCID 580159481-[4-(4-Nitrophenyl)-1-piperidinyl]ethanone収率 110%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

To a solution of 4-(4-Nitro-phenyl)-piperidin (206 mg, 1 mmol) in CH2Cl2 (3 mL) is added AcCl (0.106 mL, 1.5 mmol) at 0° C. Then Et3N (0.253 mL, 1.8 mmol) is added slowly. The mixture is stirred at 0° C. for 10 minutes. Then saturated NaHCO3 aqueous solution is added. The aqueous layer is extracted with CH2Cl2, and the organic extracts are dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product is purified by column chromatography (SiO2, MeOH:CH2Cl2=0.7:99.3 to 6:93) to give 273 mg of the title compound as yellow solid.

後処理

  1. extractionThe aqueous layer is extracted with CH2Cl2
  2. dry with materialthe organic extracts are dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe crude product is purified by column chromatography (SiO2, MeOH:CH2Cl2=0.7:99.3 to 6:93)

出典と根拠

ORDレコード
ord-329d257e9d614ed5885aa7661ba30e77
出典データセット
uspto-grants-2012_12
特許番号
US08324225B2

反応ノート

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