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

HRID 66683
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HRID 66683 반응식
[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]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene
용매
2회

반응 조건

온도
40 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7ef74cc1425143db850e7a32adec9fe2
출처 데이터셋
uspto-grants-1982_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04342870

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