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

HRID 974980ノート

反応式

HRID 974980 の反応式
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]

参加物

4

反応物 2

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

生成物 1

HCID 199701912-(3-Cyano-3,3-diphenylpropyl)piperidine収率 88%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f27ad8a46667440897d9f0ec80b15646
出典データセット
uspto-grants-1997_03
特許番号
US05607950

反応ノート

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