Fluorobenzene → 1-Acetyl-4-(4-fluorobenzoyl)piperidine

HRID 476930

反応式

HRID 476930 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[C:5]([N:8]1[CH2:16][CH2:15][CH:11]([C:12](Cl)=[O:13])[CH2:10][CH2:9]1)(=[O:7])[CH3:6].[F:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[C:5]([N:8]1[CH2:16][CH2:15][CH:11]([C:12](=[O:13])[C:21]2[CH:22]=[CH:23][C:18]([F:17])=[CH:19][CH:20]=2)[CH2:10][CH2:9]1)(=[O:7])[CH3:6]

参加物

4

反応物 3

HCID 10008FluorobenzeneHCID 1009501-Acetylpiperidine-4-carbonyl chlorideHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 1172571-Acetyl-4-(4-fluorobenzoyl)piperidine収率 80%

実験手順

The title compound was prepared as disclosed in U.S. Pat. No. 3,576,810 as follows: A mixture of 93 g (0.7 mole) of aluminum chloride in 150 ml of fluorobenzene was stirred while 70 g (0.37 mole) of 1-acetylisonipecotic acid chloride was added in small portions. After the addition was complete, the mixture was refluxed for one hour. The mixture was poured onto ice and the two resulting layers were separated. The aqueous layer was extracted twice with chloroform and the chloroform extracts were added to the fluorobenzene which was separated previously. The organic solution was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and 73.7 g (80%) of 1-acetyl-4-(p-fluorobenzoyl)-piperidine was obtained as a crystalline residue. Recrystallization from ligroin-isopropyl ether gave a white crystalline product melting at 75°-78° C.

後処理

  1. customThe title compound was prepared
  2. additionwas added in small portions
  3. additionAfter the addition
  4. temperaturethe mixture was refluxed for one hour
  5. additionThe mixture was poured onto ice
  6. customthe two resulting layers were separated
  7. extractionThe aqueous layer was extracted twice with chloroform
  8. additionthe chloroform extracts were added to the fluorobenzene which
  9. customwas separated previously
  10. dry with materialThe organic solution was dried over anhydrous sodium sulfate
  11. filtrationfiltered
  12. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-79ff20058e874daeb6a8df84bce5fc68
出典データセット
uspto-grants-1989_12
特許番号
US04886794

関連ノート

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