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Water → 2-[3-[[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]methoxy]piperidin-1-yl]benzaldehyde

HRID 602143
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HRID 602143 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]([CH2:14][O:15][CH:16]3[CH2:21][CH2:20][CH2:19][NH:18][CH2:17]3)=[C:11]([CH3:13])[N:12]=2)=[CH:4][CH:3]=1.F[C:23]1[CH:30]=[CH:29][CH:28]=[CH:27][C:24]=1[CH:25]=[O:26].C(=O)([O-])[O-].[Cs+].[Cs+].O>CS(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]([CH2:14][O:15][CH:16]3[CH2:21][CH2:20][CH2:19][N:18]([C:23]4[CH:30]=[CH:29][CH:28]=[CH:27][C:24]=4[CH:25]=[O:26])[CH2:17]3)=[C:11]([CH3:13])[N:12]=2)=[CH:4][CH:3]=1
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참가 물질

6

반응물 4

HCID 962WaterHCID 10796Cesium carbonateHCID 67970o-FluorobenzaldehydeHCID 575721493-[[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]methoxy]piperidine

생성물 1

HCID 589926122-[3-[[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]methoxy]piperidin-1-yl]benzaldehyde수율 61.2%

시약·촉매·용매 1

HCID 679
Dimethyl Sulfoxide
용매

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온도
130 °C

실험 절차

3-[[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]methoxy]piperidine (59.1 mg, 0.183 mmol) and 2-fluorobenzaldehyde (0.0984 mL, 0.915 mmol) were dissolved in dimethylsulfoxide (2 mL). To this solution, cesium carbonate (119 mg, 0.366 mmol) was added and the mixture was stirred at 130° C. for 3 hours. Subsequently, water was added and the mixture was extracted with ethyl acetate and the extracted washed with brine, followed by drying over magnesium sulfate and evaporation of the solvent. Purification of the resulting residue by silica gel column chromatography (hexane:ethyl acetate=20:1->5:1) gave 47.8 mg (61%) of the desired compound as a colorless oil.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washthe extracted washed with brine
  3. dry with materialby drying over magnesium sulfate and evaporation of the solvent
  4. customPurification of the resulting residue by silica gel column chromatography (hexane:ethyl acetate=20:1->5:1)

출처 및 근거

ORD 기록
ord-1dc97ea5c79b4b67a21d3623a6c8e23e
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07902367B2

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