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Water → 3-Aminomethyl-1-diphenylmethylpiperidine

HRID 362907
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HRID 362907 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].[C:7]1([CH:13]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:14]2[CH2:19][CH2:18][CH2:17][CH:16]([C:20]([NH2:22])=O)[CH2:15]2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[OH-].[Na+].O>C1COCC1>[NH2:22][CH2:20][CH:16]1[CH2:17][CH2:18][CH2:19][N:14]([CH:13]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:15]1
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참가 물질

6

반응물 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 541420131-Diphenylmethylpiperidin-3-carboxamide

생성물 1

HCID 543685343-Aminomethyl-1-diphenylmethylpiperidine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

Step 2): To a suspension of LiAlH4 (10 g, 263 mmol) in THF (100 ml) was added dropwise a solution of 1-diphenylmethylpiperidin-3-carboxamide (32 g, 109 mmol) in THF (130 ml) for 40 mins under stirring and cooling in an ice-bath. After the addition was complete, the mixture was refluxed for 2 hours and then cooled. To the resulting mixture, 15% NaOH aqueous solution and H2O were added dropwise in order, and the insoluble materials were filtered off. The filtrate was dried over MgSO4 and evaporated. The residue was purified by column chromatography on silica gel to give 3-aminomethyl-1-diphenylmethylpiperidine as a colorless oil, 23 g (75.5%).

후처리

  1. temperaturecooling in an ice-bath
  2. additionAfter the addition
  3. temperaturethe mixture was refluxed for 2 hours
  4. temperaturecooled
  5. filtrationthe insoluble materials were filtered off
  6. dry with materialThe filtrate was dried over MgSO4
  7. customevaporated
  8. customThe residue was purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-80c3eb8df0044f8da9bea49b781d5fd2
출처 데이터셋
uspto-grants-1999_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05872115

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