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Chloride → Ethyl alpha-acetyl-4-(4-fluorobenzoyl)-1-piperidinepentanoate

HRID 66683
ノート
印刷プレビュー

反応式

HRID 66683 の反応式
[H-].[Na+].[O:3]=[C:4]([CH3:11])[CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7].[Cl-].Cl[CH2:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][CH:20]([C:23]([C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)=[O:24])[CH2:19][CH2:18]1>CC1C=CC=CC=1>[C:4]([CH:5]([CH2:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][CH:20]([C:23](=[O:24])[C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)[CH2:19][CH2:18]1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])(=[O:3])[CH3:11]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 312ChlorideHCID 8868Ethyl AcetoacetateHCID 24758Sodium hydrideHCID 12404419[1-(3-Chloropropyl)piperidin-4-yl](4-fluorophenyl)methanone

生成物 1

HCID 20530727Ethyl alpha-acetyl-4-(4-fluorobenzoyl)-1-piperidinepentanoate

試薬・触媒・溶媒 1

HCID 1140Toluene
溶媒
2 回

反応条件

温度
40 °C

実験手順

To a stirred mixture of 4 parts of a sodium hydride dispersion 60% in 180 parts of methylbenzene are added dropwise 12 parts of ethyl 3-oxobutanoate at room temperature. Then there is added 1 part of N,N,N-tridecylmethanammonium chloride and the whole is warmed to 40° C. At this temperature, a solution of 25 parts of [1-(3-chloropropyl)-4-piperidinyl](4-fluorophenyl)methanone in 45 parts of methylbenzene is added slowly. The whole is heated to reflux and stirring is continued overnight at reflux temperature. The reaction mixture is cooled to room temperature and filtered over Hyflo. The filtrate is evaporated, yielding 24 parts of ethyl α-acetyl-4-(4-fluorobenzoyl)-1-piperidinepentanoate as a residue.

後処理

  1. temperatureThe whole is heated
  2. temperatureto reflux
  3. temperatureat reflux temperature
  4. temperatureThe reaction mixture is cooled to room temperature
  5. filtrationfiltered over Hyflo
  6. customThe filtrate is evaporated

出典と根拠

ORDレコード
ord-7ef74cc1425143db850e7a32adec9fe2
出典データセット
uspto-grants-1982_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04342870

反応ノート

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