Hydrochloric Acid → HCID 22261577, compound

HRID 1610560Notes

Reaction equation

HRID 1610560 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:29])[CH:9]([CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][C:23]([F:28])([F:27])[CH:24]([F:26])[F:25])[N:17]=2)[C:10]([O:12]CC)=[O:11])=[CH:4][CH:3]=1.[OH-].[Na+].Cl.C(=O)([O-])O.[Na+]>CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:29])[CH:9]([CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][C:23]([F:27])([F:28])[CH:24]([F:25])[F:26])[N:17]=2)[C:10]([OH:12])=[O:11])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 86593262HCID 86593262, compound

Product 1

HCID 22261577HCID 22261577, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of ethyl (2RS,3RS)-3-(4-fluorophenyl)-3-hydroxy-2-{[6-(1,1,2,2-tetrafluoroethoxy)pyridin-2-yl]methyl}propanoate (1.28 g, 3.05 mmol) in methanol (6 ml) was added 2N aqueous sodium hydroxide solution (3.05 ml, 6.1 mmol), and the mixture was stirred overnight at room temperature. The reaction solution was acidified with 1N hydrochloric acid, saturated aqueous sodium hydrogen carbonate was added and the mixture was extracted with ethyl acetate (50 ml×2). The extract was washed with water and saturated brine, dried (anhydrous magnesium sulfate) and evaporated under reduced pressure to give the objective substance (1.20 g, 100%).

Workup

  1. additionwas added
  2. extractionthe mixture was extracted with ethyl acetate (50 ml×2)
  3. washThe extract was washed with water and saturated brine
  4. dry with materialdried (anhydrous magnesium sulfate)
  5. customevaporated under reduced pressure
  6. customto give the objective substance (1.20 g, 100%)

Sources & evidence

ORD record
ord-100a4f411c8e4fa894ae7365b854de1e
Source dataset
uspto-grants-2006_01
Patent number
US06982348B2

Reaction notes

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