Sodium Hydroxide → Benzeneethanamine, 4-iodo-alpha-methyl-, (alphaR)-

HRID 1823096Notes

Reaction equation

HRID 1823096 reaction equation
FC(F)(F)C([NH:5][C@H:6]([CH3:15])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([I:14])=[CH:10][CH:9]=1)=O.[OH-].[Na+]>O1CCOCC1.C(OCC)(=O)C.O>[I:14][C:11]1[CH:10]=[CH:9][C:8]([CH2:7][C@H:6]([NH2:5])[CH3:15])=[CH:13][CH:12]=1

Participants

6

Reactant 2

HCID 14798Sodium HydroxideHCID 13981859HCID 13981859, compound

Product 1

HCID 7010419Benzeneethanamine, 4-iodo-alpha-methyl-, (alphaR)-

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 2,2,2-trifluoro-N-[(1R)-2-(4-iodophenyl)-1-methylethyl]acetamide in dioxane (10 ml) was added 1N sodium hydroxide (12 ml) and the mixture was stirred for 1 hour at room temperature. The mixture was diluted with ethyl acetate and water. The organic layer was separated, washed with brine, dried over magnesium sulfate and evaporated to give [(1R)-2-(4-iodophenyl)-1-methylethyl]amine (2.34 g) as a yellow oil.

Workup

  1. customThe organic layer was separated
  2. washwashed with brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-6aa122d5c9f84233be6ddbefa3f4d22c
Source dataset
uspto-grants-2006_05
Patent number
US07037938B2

Reaction notes

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