Water → HCID 57736276, compound

HRID 2261327Notes

Reaction equation

HRID 2261327 reaction equation
F[C:2](F)([C:10]([F:13])([F:12])[F:11])[CH:3]=[C:4](I)[CH:5]([OH:8])[CH2:6][CH3:7].[OH2:15].Cl.[NH2:17]O.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[F:11][C:10]([F:13])([F:12])[C:2]1[O:15][N:17]=[C:4]([CH:5]([OH:8])[CH2:6][CH3:7])[CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 86631046HCID 86631046, compound

Product 1

HCID 57736276HCID 57736276, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

9.01 g of 6,6,7,7,7-pentafluoro-4-iodo-4-heptene-3-ol was dissolved in 70 ml of ethanol, and 30 ml of water, 3.81 g of hydroxylamine hydrochloride and 7.51 g of potassium carbonate were then added. The mixture was stirred and heated under reflux for 24 hours. The reaction mixture was concentrated under reduced pressure. After water was added, the residue was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, filtered and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 1.63 g of 1-(5-trifluoromethyl-isoxazol-3-yl)propanol.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 24 hours
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. additionAfter water was added
  5. extractionthe residue was extracted with ethyl acetate
  6. washThe organic layer was washed with water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-62bcf74ae3184c99b772731b0ed353bc
Source dataset
uspto-grants-2010_12
Patent number
US07846956B2

Reaction notes

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