Ethyl Acetate → 1-Acetyl-4-[4-(piperidin-1-yl)phenylamino]piperidine dihydrochloride

HRID 1079395ノート

反応式

HRID 1079395 の反応式
[ClH:1].Cl.[NH2:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1.[C:16]([N:19]1[CH2:24][CH2:23][C:22](=O)[CH2:21][CH2:20]1)(=[O:18])[CH3:17].C([BH3-])#N.[Na+].C(OCC)(=O)C>CO.O>[ClH:1].[ClH:1].[C:16]([N:19]1[CH2:24][CH2:23][CH:22]([NH:3][C:4]2[CH:5]=[CH:6][C:7]([N:10]3[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]3)=[CH:8][CH:9]=2)[CH2:21][CH2:20]1)(=[O:18])[CH3:17]

参加物

7

反応物 4

HCID 8857Ethyl AcetateHCID 122563N-Acetyl-4-piperidoneHCID 5003444Sodium cyanoborohydrideHCID 233669404-(Piperidin-1-yl)aniline dihydrochloride

生成物 1

HCID 233669781-Acetyl-4-[4-(piperidin-1-yl)phenylamino]piperidine dihydrochloride

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

To a solution of N-(4-aminophenyl)piperidine dihydrochloride obtained in Example 17 and 1-acetyl-4-piperidone (0.70 g) in methanol (10 ml) was added sodium cyano borohydride (0.63 g), followed by stirring at room temperature for 5 hours. To the mixture was added ethyl acetate ester (20 ml) and water (30 ml). After the organic layer was dried over anhydrous sodium sulfate, to the solution was added 6N solution of hydrogen chloride in dioxane (2 ml) and the solvent was distilled off. The residue was recrystallized from ethanol to obtain colorless crystals, m.p. 187°-193° C.

後処理

  1. dry with materialAfter the organic layer was dried over anhydrous sodium sulfate, to the solution
  2. additionwas added 6N solution of hydrogen chloride in dioxane (2 ml)
  3. distillationthe solvent was distilled off
  4. customThe residue was recrystallized from ethanol
  5. customto obtain colorless crystals, m.p. 187°-193° C.

出典と根拠

ORDレコード
ord-b29ba32005c44275b8f3f5cd1278e0fa
出典データセット
uspto-grants-1996_12
特許番号
US05580883

反応ノート

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