Hydrochloric Acid → HCID 13493847, compound

HRID 1252798Notes

Reaction equation

HRID 1252798 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[F:7][C:8]1[CH:13]=[C:12]([O:14][CH3:15])[CH:11]=[CH:10][C:9]=1[C:16](O)([CH3:18])[CH3:17].Cl>C(COC)OC.O.[Cl-].[Cl-].[Cl-].[Ti+3]>[F:7][C:8]1[CH:13]=[C:12]([O:14][CH3:15])[CH:11]=[CH:10][C:9]=1[C:16]([CH3:18])([C:16]([C:9]1[CH:10]=[CH:11][C:12]([O:14][CH3:15])=[CH:13][C:8]=1[F:7])([CH3:18])[CH3:17])[CH3:17]

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 134938442-(2-Fluoro-4-methoxyphenyl)-2-propanolHCID 21226445Aluminium lithium hydride

Product 1

HCID 13493847HCID 13493847, compound

Reagents, catalysts & solvents 3

HCID 10313229titanium(III) trichlorideCatalystHCID 962WaterSolventHCID 80711,2-DimethoxyethaneSolvent2×

Procedure

4.63 g (0.03 mole) titanium trichloride are suspended under nitrogen in 150 cm3 anhydrous dimethoxyethane (glyme) and 0.38 g (0.01 mole) LiAlH4 rapidly added to the resulting suspension while cooling with ice. The dark suspension thus obtained is stirred for 10 minutes. 1.84 g (0.01 mole) 2-(2-fluoro-4-methoxyphenyl)-2-propanol dissolved in 10 cm3 anhydrous dimethoxyethane are then added dropwise with stirring and the mixture heated under reflux for 16 hours. After cooling, the reaction product is decomposed with 2N HCl, diluted with water and extracted with ether. The ether extracts are washed (NaHCO3, H2O) and dried over MgSO4. After removal of the ether, the 2,3-bis-(2-fluoro-4-methoxyphenyl)-2,3-dimethylbutane obtained is recrystallized from toluene/ligroin.

Workup

  1. temperaturewhile cooling with ice
  2. customThe dark suspension thus obtained
  3. additionare then added dropwise
  4. stirringwith stirring
  5. temperaturethe mixture heated
  6. temperatureunder reflux for 16 hours
  7. temperatureAfter cooling
  8. extractionextracted with ether
  9. washThe ether extracts are washed (NaHCO3, H2O)
  10. dry with materialdried over MgSO4
  11. customAfter removal of the ether

Sources & evidence

ORD record
ord-5286e2626f8340b58d6395d7931ef7fa
Source dataset
uspto-grants-1988_05
Patent number
US04745233

Reaction notes

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