반응 #2446083

ord-8db7f6189676475c8a82170d539aecd7

반응 방정식

[BH4-].[Na+]
NaBH4
CC(O)CN
1-amino-2-propanol
O=C1CCCCC1
cyclohexanone
CC(O)CNC1CCCCC1
1-(cyclohexylamino)propan-2-ol

용매

반응 조건

온도
0°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.STIRRINGThe reaction mixture was stirred at rt for 15 minutes
  2. 2
    기타quenched with water
  3. 3
    여과The reaction mixture was filtered through a Celite® pad
  4. 4
    농축the filtrate was concentrated
  5. 5
    workup.DISSOLUTIONThe residue was dissolved in DCM
  6. 6
    건조dried over Na2SO4
  7. 7
    여과filtered
  8. 8
    농축concentrated

실험 절차

To a stirred solution of 1-amino-2-propanol (1.0 mL, 13.31 mmol) in ethanol (15 mL) was added cyclohexanone (1.9 g, 19.9 mmol) at 0° C. The reaction mixture was stirred at 0° C. for 15 minutes and then NaBH4 (0.725 g, 19.17 mmol) was added. The reaction mixture was stirred at rt for 15 minutes and then quenched with water. The reaction mixture was filtered through a Celite® pad and the filtrate was concentrated. The residue was dissolved in DCM, dried over Na2SO4, filtered and concentrated to provide 1-(cyclohexylamino)propan-2-ol. Yield: 2.6 g (crude). 1H NMR (DMSO-d6) δ 4.39-4.36 (m, 1 H), 3.61-3.57 (m, 1 H), 2.47-2.30 (m, 3 H), 1.78-1.75 (m, 2 H), 1.66-1.63 (m, 2 H), 1.55-1.52 (m, 1 H), 1.23-1.12 (m, 3 H), 1.03-0.89 (m, 5 H). 1-(cyclohexylamino)propan-2-ol may also be prepared by following procedure of Example 1.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08685418B2uspto-grants-2014_04