4-Amino-1-butanol → HCID 178526250, compound

HRID 1274976

Reaction equation

HRID 1274976 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][OH:6].Cl.Cl[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N+:10]=1[O-:15].C([O-])(O)=O.[Na+]>C(O)(CC)(C)C.CCO>[OH:6][CH2:5][CH2:4][CH2:3][CH2:2][NH:1][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N+:10]=1[O-:15]

Participants

6

Reactant 3

HCID 258684-Amino-1-butanolHCID 88478Chloride 2-chloropyridinium 1-oxideHCID 516892Sodium Bicarbonate

Product 1

HCID 178526250HCID 178526250, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 64052-Methyl-2-butanolSolvent

Procedure

A mixture of 4-amino-1-butanol (1.76 g, 20 mmol), 2-chloropyridine N-oxide hydrochloride (3.98 g, 24 mmol), and NaHCO3 (8.40 g, 100 mmol) in tert-amyl alcohol (50 mL) is heated at reflux under argon. After 48 h, the reaction is cooled, diluted with EtOH, filtered, and concentrated. The residue is reconcentrated from toluene, and chromatographed (silica gel) to give the title compound.

Workup

  1. temperatureis heated
  2. temperatureat reflux under argon
  3. temperaturethe reaction is cooled
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customchromatographed (silica gel)

Sources & evidence

ORD record
ord-3b6c24c0bc6444779df62ea104da4529
Source dataset
uspto-grants-2000_12
Patent number
US06159964

Linked notes

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