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

HRID 1079395노트

반응식

HRID 1079395 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

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.

후처리

  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.

출처 및 근거

ORD 기록
ord-b29ba32005c44275b8f3f5cd1278e0fa
출처 데이터셋
uspto-grants-1996_12
특허 번호
US05580883

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