Ammonium Chloride → 2-(1-Benzhydrylazetidin-3-YL)ethanamine

HRID 341814

반응식

HRID 341814 반응식
[C:1]([CH2:3][CH:4]1[CH2:7][N:6]([CH:8]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:5]1)#[N:2].[H-].[H-].[H-].[H-].[Li+].[Al+3].[H-].[NH4+].[Cl-]>C1COCC1>[NH2:2][CH2:1][CH2:3][CH:4]1[CH2:7][N:6]([CH:8]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:5]1

참가 물질

6

반응물 4

HCID 25517Ammonium ChlorideHCID 166653HydrideHCID 21226445Aluminium lithium hydrideHCID 222576333-Cyanomethyl-1-benzhydryl azetidine

생성물 1

HCID 222576342-(1-Benzhydrylazetidin-3-YL)ethanamine수율 87%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

5.7 g (21.7 mmol) of 3-cyanomethyl-1-benzhydryl azetidine was added slowly to a suspention of 2.9 g (76.0 mmol) of LiAlH4 in 80 mL of dry THF at roomtemperature. The reaction mixture was refluxed for 4 h. Excess hydride reagent was hydrolyzed by careful addition, with cooling, of NH4Cl(aq), the gelatinous mixture was filtered and the filter cake was washed repeatedly with THF. The solvent was evaporated, the residue was dissolved in diethyl ether, washed with brine and dried with Na2SO4. Evaporation of the solvent gave 5.0 g (87%) of the title compound. p (vi) 3-(N-tert-butyloxycarbonylaminoethyl)-1-benzhydryl azetidine

후처리

  1. temperatureThe reaction mixture was refluxed for 4 h
  2. filtrationthe gelatinous mixture was filtered
  3. washthe filter cake was washed repeatedly with THF
  4. customThe solvent was evaporated
  5. dissolutionthe residue was dissolved in diethyl ether
  6. washwashed with brine
  7. dry with materialdried with Na2SO4
  8. customEvaporation of the solvent

출처 및 근거

ORD 기록
ord-41b119b7bc4141bebcfa20f0a74c93fc
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05856307

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