تفاعل #2446083

ord-8db7f6189676475c8a82170d539aecd7

معادلة التفاعل

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

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGThe reaction mixture was stirred at rt for 15 minutes
  2. 2
    أخرىquenched with water
  3. 3
    ترشيحThe reaction mixture was filtered through a Celite® pad
  4. 4
    تركيزthe filtrate was concentrated
  5. 5
    workup.DISSOLUTIONThe residue was dissolved in DCM
  6. 6
    تجفيفdried over Na2SO4
  7. 7
    ترشيحfiltered
  8. 8
    تركيزconcentrated

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08685418B2uspto-grants-2014_04