2-(3-Fluoro-4-methoxyphenyl)ethanamine → 4-(2-Aminoethyl)-2-fluorophenol

HRID 14861Notes

Reaction equation

HRID 14861 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:10][CH2:11][NH2:12])[CH:5]=[CH:6][C:7]=1[O:8]C>Br>[NH2:12][CH2:11][CH2:10][C:4]1[CH:5]=[CH:6][C:7]([OH:8])=[C:2]([F:1])[CH:3]=1

Participants

3

Reactant 1

HCID 4263002-(3-Fluoro-4-methoxyphenyl)ethanamine

Product 1

HCID 1932924-(2-Aminoethyl)-2-fluorophenol

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

Intermediate 82 was dissolved in 200 mL of 48% aqueous HBr and the mixture heated to reflux for 2 hours. The Solvent was removed by rotary evaporation. The residue was taken up in 100 mL of ethanol and the solvent again removed. This was repeated twice more to remove residual water. LC-MS showed the product was >90% pure had the expected M+H+ of 156.

Workup

  1. temperaturethe mixture heated
  2. temperatureto reflux for 2 hours
  3. customThe Solvent was removed by rotary evaporation
  4. customthe solvent again removed
  5. customto remove residual water

Sources & evidence

ORD record
ord-6c9988accec348ea9bff4032ff9d99e2
Source dataset
uspto-grants-2010_06
Patent number
US07732444B2

Reaction notes

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