Hydrochloric Acid → Phenethylamine, alpha,alpha-dimethyl-m-trifluoromethyl-

HRID 1295600Notes

Reaction equation

HRID 1295600 reaction equation
[CH3:1][C:2]([NH:15]C=O)([CH3:14])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]([F:13])([F:12])[F:11])[CH:5]=1.Cl.[OH-].[Na+]>C(O)C>[CH3:14][C:2]([NH2:15])([CH3:1])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]([F:11])([F:12])[F:13])[CH:5]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14974994HCID 14974994, compound

Product 1

HCID 121143Phenethylamine, alpha,alpha-dimethyl-m-trifluoromethyl-

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

9.8 g (40 mmol) N-[1,1-dimethyl-2-(3-trifluoromethyl-phenyl)-ethyl]-formamide are dissolved in 110 mL ethanol, combined with 200 ml of conc. hydrochloric acid and refluxed overnight. The reaction mixture is added to ice water, made alkaline with sodium hydroxide and extracted with tert.-butylmethylether. The organic phases are washed with water, dried and evaporated down. Then the residue is purified by chromatography.

Workup

  1. temperaturerefluxed overnight
  2. extractionextracted with tert.-butylmethylether
  3. washThe organic phases are washed with water
  4. customdried
  5. customevaporated down
  6. customThen the residue is purified by chromatography

Sources & evidence

ORD record
ord-d443b5f9a3b24eaba5b488b7089ded21
Source dataset
uspto-grants-2007_07
Patent number
US07244728B2

Reaction notes

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