2-Amino-2-methyl-1-propanol → HCID 10847919, compound

HRID 1081465Notes

Reaction equation

HRID 1081465 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([N+:11]([O-])=O)[CH:3]=1.N[C:15]([CH3:19])([CH3:18])[CH2:16][OH:17]>CCO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([NH:11][C:15]([CH3:19])([CH3:18])[CH2:16][OH:17])[CH:3]=1

Participants

4

Reactant 2

HCID 118072-Amino-2-methyl-1-propanolHCID 330974-Chloro-1,2-dinitrobenzene

Product 1

HCID 10847919HCID 10847919, compoundYield 66.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 20 g of 4-chloro-1,2-dinitrobenzene and 36 g of 2-amino-2-methylpropan-1-ol in 100 ml of EtOH is refluxed for 36 hours. The reaction mixture is evaporated under vacuum, the residue is extracted with AcOEt, washed with a 1N solution of HCl and with water and dried over Na2SO4 and the solvent is evaporated off under vacuum. The residue is chromatographed on silica using DCM as the eluent to give 16 g of the expected product, which is used as such in the next step.

Workup

  1. temperatureis refluxed for 36 hours
  2. customThe reaction mixture is evaporated under vacuum
  3. extractionthe residue is extracted with AcOEt
  4. washwashed with a 1N solution of HCl and with water
  5. dry with materialdried over Na2SO4
  6. customthe solvent is evaporated off under vacuum
  7. customThe residue is chromatographed on silica

Sources & evidence

ORD record
ord-24cb384b05ac4e118874adb5b78e39e0
Source dataset
uspto-grants-1996_12
Patent number
US05585394

Reaction notes

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