Sodium Iodide → HCID 9931689, 화합물

HRID 2225430노트

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HRID 2225430 반응식
[C:1]1([CH:7]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[O:8][CH2:9][CH:10]2[CH2:15][CH2:14][CH2:13][NH:12][CH2:11]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:22][O:23][C:24]1[CH:25]=[C:26]([CH:30]=[CH:31][CH:32]=1)[CH2:27][CH2:28]Br.C(=O)([O-])[O-].[Na+].[Na+].[I-].[Na+]>C(#N)C.C(OCC)(=O)C.O>[C:1]1([CH:7]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[O:8][CH2:9][CH:10]2[CH2:15][CH2:14][CH2:13][N:12]([CH2:28][CH2:27][C:26]3[CH:30]=[CH:31][CH:32]=[C:24]([O:23][CH3:22])[CH:25]=3)[CH2:11]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

8

반응물 4

HCID 5238Sodium IodideHCID 10340Sodium CarbonateHCID 1374501-Bromo-2-(3-methoxyphenyl)ethaneHCID 190042093-[(Diphenylmethoxy)methyl]piperidine

생성물 1

HCID 9931689HCID 9931689, 화합물수율 53.9%

시약·촉매·용매 3

HCID 962Water용매HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

실험 절차

A mixture of 3-(diphenylmethoxymethyl)piperidine (1.40 g, 5.0 mmol--see Preparation 1), 3-methoxyphenethyl bromide (1.08 g, 5.0 mmol), sodium carbonate (1.08 g) and sodium iodide (0.10 g) in acetonitrile (30 ml) was heated under reflux for 18 hours, diluted with ethyl acetate and water and the layers separated. The organic layer was washed with water, dried over magnesium sulphate and evaporated. The residue was purified by chromatography on silica using dichloromethane plus 0-3% methanol as eluant. Appropriate fractions were combined and evaporated to give the title compound (1.12 g) as a colourless oil which was characterised containing a third of an equivalent of water.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 18 hours
  3. customthe layers separated
  4. washThe organic layer was washed with water
  5. dry with materialdried over magnesium sulphate
  6. customevaporated
  7. customThe residue was purified by chromatography on silica
  8. customevaporated

출처 및 근거

ORD 기록
ord-d302f6fa7bfc4ad2a3bc81a6629f4545
출처 데이터셋
uspto-grants-1994_09
특허 번호
US05344835

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