Water → (R)-1-amino-1-(4-fluorophenyl)-2-methylpropan-2-ol

HRID 1641332Notes

Reaction equation

HRID 1641332 reaction equation
FC(F)(F)C([NH:5][C@H:6]([C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=1)[C:7]([OH:10])([CH3:9])[CH3:8])=O.[OH-].[K+].O.ClCCl>CO>[NH2:5][C@H:6]([C:11]1[CH:12]=[CH:13][C:14]([F:17])=[CH:15][CH:16]=1)[C:7]([CH3:9])([OH:10])[CH3:8]

Participants

6

Reactant 4

HCID 962WaterHCID 6344DichloromethaneHCID 14797Potassium HydroxideHCID 59708427HCID 59708427, compound

Product 1

HCID 59708392(R)-1-amino-1-(4-fluorophenyl)-2-methylpropan-2-olYield 87.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

5.6 g of 2,2,2-trifluoro-N—[(R)-1-(4-fluoro-phenyl)-2-hydroxy-2-methyl-propyl]-acetamide and 2.27 g KOH are suspended in 61.1 ml of methanol. The reaction mixture is stirred for 20 hours at 60° C. and then combined with water and dichloromethane, the organic phase is dried and evaporated to dryness. 3.2 g of the product are obtained as an oil.

Workup

  1. customthe organic phase is dried
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-9e8f5d0251ac4c6c90ea8559acafb7c2
Source dataset
uspto-grants-2012_02
Patent number
US08114878B2

Reaction notes

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