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Acetic Acid → HCID 14553815, 화합물

HRID 1904281
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HRID 1904281 반응식
[O:1]([C:8]1[CH:9]=[C:10]([CH2:14][CH:15]([CH3:26])[CH2:16][N:17]2[CH2:22][CH2:21][CH:20]=[C:19]([CH2:23][O:24][CH3:25])[CH2:18]2)[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(=O)C>C(O)C.[C].[Pd]>[O:1]([C:8]1[CH:9]=[C:10]([CH2:14][CH:15]([CH3:26])[CH2:16][N:17]2[CH2:22][CH2:21][CH2:20][CH:19]([CH2:23][O:24][CH3:25])[CH2:18]2)[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 176Acetic AcidHCID 14553814HCID 14553814, 화합물

생성물 1

HCID 14553815HCID 14553815, 화합물수율 94.5%

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 702Ethanol용매

실험 절차

N-[3-(m-Phenoxyphenyl)-2-methylpropyl]-3-methoxymethyl-1,2,5,6-tetrahydropyridine (0.2 g) was dissolved in ethanol (20 ml), followed by addition of acetic acid (1 ml) thereto. To the resultant mixture, 5% palladium-carbon (0.2 g) was added at room temperature under nitrogen stream, and then hydrogenation was carried out under nitrogen stream. After absorption of hydrogen was completed, the catalyst was removed by filtration, and the filtrate was combined with 15% aqueous sodium hydroxide solution (20 ml) and extracted with diethyl ether. The ether extract was washed with saturated aqueous sodium chloride solution, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography to give N-[3-(m-phenoxyphenyl)-2-methylpropyl]-3-methoxymethylpiperidine (0.19 g).

후처리

  1. customAfter absorption of hydrogen
  2. customthe catalyst was removed by filtration
  3. extractionextracted with diethyl ether
  4. extractionThe ether extract
  5. washwas washed with saturated aqueous sodium chloride solution
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-a5765714c61242b299f0124502441b64
출처 데이터셋
uspto-grants-1989_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04837236

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