Water → 3-[(Dibenzylamino)methyl]cyclohexanamine

HRID 1269762노트

반응식

HRID 1269762 반응식
Cl.[NH2:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH:5]([C:9]([N:11]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=O)[CH2:4]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[CH2:12]([N:11]([CH2:9][CH:5]1[CH2:6][CH2:7][CH2:8][CH:3]([NH2:2])[CH2:4]1)[CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

참가 물질

6

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 229334063-amino-N,N-dibenzylcyclohexane-carboxamide monohydrochloride

생성물 1

HCID 184471283-[(Dibenzylamino)methyl]cyclohexanamine수율 99%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 3-amino-N,N-dibenzylcyclohexane-carboxamide monohydrochloride (0.848 g) in tetrahydrofuran (5 ml) was added dropwise to a suspension of lithium aluminum hydride (0.337 g, 8.89 mmol) in tetrahydrofuran (5 ml), and the resulting mixture was stirred with heating under reflux for 3 hours. The resulting solution was cooled on an ice bath, followed by adding dropwise thereto water (0.33 ml), a 2N-aqueous sodium hydroxide solution (0.66 ml) and water (1.0 ml) in that order. Thereafter, the insoluble material was removed by filtration using Celite. The solvent was distilled off from the filtrate under reduced pressure, followed by replacement with ethanol (once) and toluene (twice). Then, the residue was dried under reduced pressure to obtain 3-[(dibenzylamino)methyl]cyclohexanamine (0.550 g, 99%).

후처리

  1. temperaturewith heating
  2. temperatureunder reflux for 3 hours
  3. temperatureThe resulting solution was cooled on an ice bath
  4. additionby adding dropwise
  5. customThereafter, the insoluble material was removed by filtration
  6. distillationThe solvent was distilled off from the filtrate under reduced pressure
  7. customThen, the residue was dried under reduced pressure

출처 및 근거

ORD 기록
ord-e65a446565b9440e9835a65bd04a2d18
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07199147B2

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