Ethanol → HCID 13579268, compound

HRID 1589079Notes

Reaction equation

HRID 1589079 reaction equation
Br[CH:2]1[C:6](=[O:7])[C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=2)=[C:4]([N:18]([CH3:20])[CH3:19])[O:3]1.[CH2:21]([OH:23])[CH3:22]>>[CH2:21]([O:23][CH:2]1[C:6](=[O:7])[C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=2)=[C:4]([N:18]([CH3:20])[CH3:19])[O:3]1)[CH3:22]

Participants

3

Reactant 2

HCID 702EthanolHCID 13579267HCID 13579267, compound

Product 1

HCID 13579268HCID 13579268, compound

Procedure

In this example, 0.16 g of sodium was added to 10 ml of anhydrous ethanol at room temperature resulting in the formation sodium ethoxide. A solution containing 2.5 g of 2-bromo-3-oxo-4-(3-trifluoromethylphenyl)-5-dimethylamino-2,3-dihydrofuran in 10 ml of ethanol was slowly added and the resulting mixture stirred at room temperature for one hour. The mixture was then evaporated to remove solvent. The residue was dissolved in methylene chloride, washed with water, dried over magnesium sulfate evaporated yielding in oil residue. The residue was chromatographed eluting with tetrahydrofuran:chloroform mixtures. The produced fractions afforded 1 g of the title compound.

Workup

  1. additionwas slowly added
  2. customThe mixture was then evaporated
  3. customto remove solvent
  4. dissolutionThe residue was dissolved in methylene chloride
  5. washwashed with water
  6. dry with materialdried over magnesium sulfate
  7. customevaporated
  8. customyielding in oil residue
  9. customThe residue was chromatographed
  10. washeluting with tetrahydrofuran

Sources & evidence

ORD record
ord-8535d87186484eb49ca1a6a07a861b09
Source dataset
uspto-grants-1986_02
Patent number
US04568375

Reaction notes

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