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

HRID 405908Notes

Reaction equation

HRID 405908 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>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

5

Reactant 3

HCID 962WaterHCID 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 2,2,2-trifluoro-N-[(R)-1-(4-fluorophenyl)-2-hydroxy-2-methylpropyl]-acetamide and 2.27 g KOH are suspended in 60 ml of methanol. The reaction mixture is stirred for 20 hours at 60° C., then mixed with water and the product is extracted with dichloromethane. 3.2 g product are obtained as an oil. Analytical HPLC-MS (method A): RT=0.79 min.

Workup

  1. extractionthe product is extracted with dichloromethane

Sources & evidence

ORD record
ord-d13efd5b36354c858a66814ea7decfa6
Source dataset
uspto-grants-2014_06
Patent number
US08754073B2

Reaction notes

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