2-(Ethylamino)ethanol → HCID 13797249, compound

HRID 1067949Notes

Reaction equation

HRID 1067949 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[CH2:11]([NH:13][CH2:14][CH2:15][OH:16])[CH3:12]>>[CH2:11]([N:13]([CH2:14][CH2:15][OH:16])[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1)[CH3:12]

Participants

3

Reactant 2

HCID 80722-(Ethylamino)ethanolHCID 9590p-Fluoronitrobenzene

Product 1

HCID 13797249HCID 13797249, compound

Conditions

Temperature
135 °C

Procedure

To a pressure tube containing 1-fluoro-4-nitrobenzene (5.3 mL) and is added 2-(ethylamino)-1-ethanol (10.7 g). The reaction is tightly sealed and heated to 135° C. with stirring. After 1 hour, the reaction is cooled to room temperature and concentrated under reduced pressure. The residue is dried in vacuo. The residue is chromatographed on silica eluting with ethyl acetate. The product-containing fractions are evaporated to give 10.1 g of 2-(ethyl-4-nitroanilino)-1-ethanol as an orange solid.

Workup

  1. customThe reaction is tightly sealed
  2. temperaturethe reaction is cooled to room temperature
  3. concentrationconcentrated under reduced pressure
  4. customThe residue is dried in vacuo
  5. customThe residue is chromatographed on silica eluting with ethyl acetate
  6. customThe product-containing fractions are evaporated

Sources & evidence

ORD record
ord-906d9bef1bad44d6b489adeecb045809
Source dataset
uspto-grants-2001_06
Patent number
US06248739B1

Reaction notes

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