Ammonia → 1-(6-Methylpyridin-3-yl)ethanamine

HRID 1640885노트

반응식

HRID 1640885 반응식
[CH3:1][C:2]1[N:7]=[CH:6][C:5]([C:8](=O)[CH3:9])=[CH:4][CH:3]=1.[NH3:11].[BH4-].[Na+]>CC(C)[O-].CC(C)[O-].CC(C)[O-].CC(C)[O-].[Ti+4]>[CH3:1][C:2]1[N:7]=[CH:6][C:5]([CH:8]([NH2:11])[CH3:9])=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 222AmmoniaHCID 952923-Acetyl-6-methylpyridineHCID 4311764Sodium borohydride

생성물 1

HCID 457910961-(6-Methylpyridin-3-yl)ethanamine수율 81%

시약·촉매·용매 1

HCID 11026Titanium isopropoxide촉매

실험 절차

Stir a mixture of 1-(6-methylpyridin-3-yl)-ethanone (10 g, 74 mmol) in titanium tetra(isopropoxide) (42.1 g, 148 mmol) and ammonia (370 mmol, 2 M in methanol) under N2 for 6 h at RT. To this mixture add sodium tetrahydroborate (4.2 g, 111 mmol) and stir overnight. Quench the reaction mixture with ammonium hydroxide and filter the mixture. From the filtrate, remove the solvent and extract the residue with DCM, wash with saturated aqueous sodium chloride and dry over Na2SO4, filter, and remove the solvent to obtain the title compound as a dark yellow oil (8.16 g). MS (ES) m/z 137 [M+1]+.

후처리

  1. stirringstir overnight
  2. customQuench the reaction mixture with ammonium hydroxide
  3. filtrationfilter the mixture
  4. customFrom the filtrate, remove the solvent
  5. extractionextract the residue with DCM
  6. washwash with saturated aqueous sodium chloride
  7. dry with materialdry over Na2SO4
  8. filtrationfilter
  9. customremove the solvent

출처 및 근거

ORD 기록
ord-be62f89401ea4dd79275e3f0e1a4d669
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08114872B2

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