Hydrochloric Acid → HCID 22261576, compound

HRID 1610678Notes

Reaction equation

HRID 1610678 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]([OH:32])[CH:12]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([O:25][C:26]([F:31])([F:30])[CH:27]([F:29])[F:28])[CH:20]=2)[C:13]([O:15]CC)=[O:14])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[OH-].[Na+].Cl>C(O)C>[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([CH:11]([OH:32])[CH:12]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([O:25][C:26]([F:30])([F:31])[CH:27]([F:28])[F:29])[CH:20]=2)[C:13]([OH:15])=[O:14])=[CH:9][CH:10]=1)(=[O:3])=[O:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86593291ethyl (2RS,3RS)-3-[4-(methylsulfonyl)phenyl]-3-hydroxy-2-[3-(1,1,2,2-tetrafluoroethoxy)benzyl]propanoate

Product 1

HCID 22261576HCID 22261576, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of ethyl (2RS,3RS)-3-[4-(methylsulfonyl)phenyl]-3-hydroxy-2-[3-(1,1,2,2-tetrafluoroethoxy)benzyl]propanoate (2.55 g, 5.33 mmol) in ethanol (20 ml) was added 1N aqueous sodium hydroxide solution (10.7 ml, 10.7 mmol) and the mixture was stirred at room temperature for 1 hr. 1N Hydrochloric acid (30 ml) was added to acidify the reaction solution and the mixture was extracted with ethyl acetate (100 ml). The extract was washed with water, dried over anhydrous magnesium sulfate and evaporated under reduced pressure to give the objective substance (2.30 g, 96%) as an oil.

Workup

  1. extractionthe mixture was extracted with ethyl acetate (100 ml)
  2. washThe extract was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customevaporated under reduced pressure
  5. customto give the objective substance (2.30 g, 96%) as an oil

Sources & evidence

ORD record
ord-2f64026e38ad426e93164f20d021f273
Source dataset
uspto-grants-2006_01
Patent number
US06982348B2

Reaction notes

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