1-Amino-2-propanol → 2-Propanol, 1-(cyclohexylamino)-

HRID 1432032Notes

Reaction equation

HRID 1432032 reaction equation
[C:1]1(=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:8][CH2:9][CH:10]([OH:12])[CH3:11].C(O)(=O)C.C([BH3-])#N>CO>[CH:1]1([NH:8][CH2:9][CH:10]([OH:12])[CH3:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 41-Amino-2-propanolHCID 176Acetic AcidHCID 7967CyclohexanoneHCID 498716Cyano-borohydride

Product 1

HCID 76302-Propanol, 1-(cyclohexylamino)-

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Cyclohexanone (0.98 g, 10 mmol) and 1-amino-propan-2-ol (0.75 g, 10 mmol) were mixed and MeOH (20 mL), acetic acid (12 mg, 0.5 mmol), cyanoborohydride resin (7 g, 14 mmol, 2 mmol/g, prepared as described by A. R. Sande et al, Tetrahedron Letters 1984, 3501) were added. The reaction mixture was heated under reflux for 16 h. The resin was filtered off and the filtrate was evaporated in vacuo. The crude product was used without further purification.

Workup

  1. additionSande et al, Tetrahedron Letters 1984, 3501) were added
  2. temperatureThe reaction mixture was heated
  3. temperatureunder reflux for 16 h
  4. filtrationThe resin was filtered off
  5. customthe filtrate was evaporated in vacuo
  6. customThe crude product was used without further purification

Sources & evidence

ORD record
ord-2020282fc59d48a08d813700fe993787
Source dataset
uspto-grants-2009_11
Patent number
US07612068B2

Reaction notes

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