Sodium Hydroxide → 2-(3-Cyano-3,3-diphenylpropyl)piperidine

HRID 974980노트

반응식

HRID 974980 반응식
C(O)(=O)C(O)=O.C([N:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH:15]1[CH2:20][CH2:21][C:22]([C:35]#[N:36])([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)C1C=CC=CC=1.[OH-].[Na+]>C(OCC)(=O)C>[C:35]([C:22]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)([C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)[CH2:21][CH2:20][CH:15]1[CH2:16][CH2:17][CH2:18][CH2:19][NH:14]1)#[N:36]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 199701841-Benzyl-2-(3-cyano-3,3-diphenylpropyl)piperidine Oxalate

생성물 1

HCID 199701912-(3-Cyano-3,3-diphenylpropyl)piperidine수율 88%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

1-Benzyl-2-(3-cyano-3,3-diphenylpropyl)piperidine oxalate (3.70 g, 7.5 mmol--see Example 25) was partitioned between ethyl acetate and 0.5M aqueous sodium hydroxide solution and the organic layer was dried over magnesium sulphate and evaporated. The residue was dissolved in a mixture of acetic acid (5 ml), ethanol (5 ml) and water (2 ml) and the solution treated with sodium acetate (100 mg), palladium dichloride (100 mg) and charcoal. The mixture was stirred under 4 atmospheres of hydrogen at room temperature for 26 hours, filtered and evaporated. The residue was partitioned between ethyl acetate and 10% aqueous sodium carbonate solution and the organic layer was washed with water, dried over magnesium sulphate and evaporated to give the title compound (2.0 g, 88%) as a colourless oil which was characterised by its 1H-NMR spectrum.

후처리

  1. dry with materialthe organic layer was dried over magnesium sulphate
  2. customevaporated
  3. dissolutionThe residue was dissolved in a mixture of acetic acid (5 ml), ethanol (5 ml) and water (2 ml)
  4. additionthe solution treated with sodium acetate (100 mg), palladium dichloride (100 mg) and charcoal
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue was partitioned between ethyl acetate and 10% aqueous sodium carbonate solution
  8. washthe organic layer was washed with water
  9. dry with materialdried over magnesium sulphate
  10. customevaporated

출처 및 근거

ORD 기록
ord-f27ad8a46667440897d9f0ec80b15646
출처 데이터셋
uspto-grants-1997_03
특허 번호
US05607950

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