Ethyl Acetate → 2-Amino-1-(2,4-difluorophenyl)ethan-1-ol hydrochloride

HRID 1351255Notes

Reaction equation

HRID 1351255 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH:9]([OH:14])[CH2:10][NH:11]C=O.[ClH:15].C(OCC)(=O)C.C(OCC)(=O)C>CO>[ClH:15].[NH2:11][CH2:10][CH:9]([C:3]1[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=1[F:1])[OH:14]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 21098546N-[2-(2,4-difluorophenyl)-2-hydroxy-ethyl]-formamideHCID 21866389Hydrogen chloride-ethyl acetate

Product 1

HCID 210985652-Amino-1-(2,4-difluorophenyl)ethan-1-ol hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

N-[2-(2,4-difluorophenyl)-2-hydroxy-ethyl]-formamide (1.0 g) was dissolved in methanol (2 mL), 4N hydrochloric acid/ethyl acetate (60 mL) was added. After stirring at 60° C. for 3 hours, the solution was allowed to cooled down to room temperature, and the solid that were generated by adding ethyl acetate (50 mL) was collected by filtration, washed with ethyl acetate, and the title compound (770 mg) was obtained as a colorless solid.

Workup

  1. temperatureto cooled down to room temperature
  2. filtrationwas collected by filtration
  3. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-7531ca606ac7475d8d26f35f97d3ad01
Source dataset
uspto-grants-2007_05
Patent number
US07217723B2

Reaction notes

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