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Pyridine → N-(3-Pyridinylmethyl)-N-[4-(tetradecyloxy)phenyl]acetamide

HRID 248037
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HRID 248037 반응식
[CH2:1]([O:15][C:16]1[CH:21]=[CH:20][C:19]([NH:22][CH2:23][C:24]2[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=2)=[CH:18][CH:17]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].N1C=CC=CC=1.[C:36](Cl)(=[O:38])[CH3:37].C(=O)(O)[O-].[Na+]>C(Cl)Cl>[N:26]1[CH:27]=[CH:28][CH:29]=[C:24]([CH2:23][N:22]([C:19]2[CH:18]=[CH:17][C:16]([O:15][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])=[CH:21][CH:20]=2)[C:36](=[O:38])[CH3:37])[CH:25]=1
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참가 물질

6

반응물 4

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 516892Sodium BicarbonateHCID 19015436N-[4-(Tetradecyloxy)phenyl]-3-pyridinemethanamine

생성물 1

HCID 19015828N-(3-Pyridinylmethyl)-N-[4-(tetradecyloxy)phenyl]acetamide수율 96.2%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

To a room temperature solution of 2.49 g of product from Example 83, 1.27 ml of pyridine and 30 ml of methylene chloride is added, dropwise, 0.985 g of acetyl chloride. The reaction is stirred at room temperature for 1.5 hours, poured into saturated sodium bicarbonate and extracted with methylene chloride. The organic layer is washed with saturated sodium chloride, dried and concentrated in vacuo. The residue is purified by chromatography (silica gel: 95% ethyl acetate/hexane) to give 2.65 g of the desired product as a yellow oil.

후처리

  1. extractionextracted with methylene chloride
  2. washThe organic layer is washed with saturated sodium chloride
  3. customdried
  4. concentrationconcentrated in vacuo
  5. customThe residue is purified by chromatography (silica gel: 95% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-6847bf3602834032b6243affd4842edc
출처 데이터셋
uspto-grants-1993_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05208247

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