Sodium Hydroxide → HCID 22913223, compound

HRID 1377376Notes

Reaction equation

HRID 1377376 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([O:11][CH:12]([C:18]([F:21])([F:20])[F:19])[C:13](OCC)=[O:14])[CH2:8][CH2:9][CH3:10].[OH-].[Na+]>C1COCC1>[CH2:7]([O:11][CH:12]([C:18]([F:19])([F:20])[F:21])[CH2:13][OH:14])[CH2:8][CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 54261264HCID 54261264, compound

Product 1

HCID 22913223HCID 22913223, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A mixture of lithium aluminum hydride (0.1 g) with THF (10 ml) was stirred under ice cooling, followed by gradually dropwise adding a mixed solution of (+)-ethyl 2-butoxy-3,3,3-trifluoropropionate (0.8 g) obtained in Example 7 with THF (5 ml), followed by raising the temperature up to room temperature, stirring for one hour, again cooling with ice, dropwise adding 2N NaOH aqueous solution, filtering off deposited substance, extracting with ether (50 ml), washing with saturated NaCl aqueous solution, drying over anhydrous magnesium sulfate and removing the solvent. Yield: 0.5 g. [α] -11.7 (cl. 0, CHCl3)

Workup

  1. stirringstirring for one hour
  2. temperatureagain cooling with ice
  3. filtrationfiltering off
  4. extractionextracting with ether (50 ml)
  5. washwashing with saturated NaCl aqueous solution
  6. dry with materialdrying over anhydrous magnesium sulfate
  7. customremoving the solvent

Sources & evidence

ORD record
ord-1223c73de81f43be9426f0f88f4ba85f
Source dataset
uspto-grants-1997_09
Patent number
US05665270

Reaction notes

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