Dimethyl Sulfoxide → HCID 88244284, compound

HRID 590641Notes

Reaction equation

HRID 590641 reaction equation
BrCC[C:4]1[C:5]2[C:10](C=[C:12]3[C:17]=1[CH:16]=[CH:15][CH:14]=[CH:13]3)=[CH:9][CH:8]=[CH:7][CH:6]=2.[CH2:18]1[CH2:22][O:21][CH2:20][CH2:19]1.CS(C)=[O:25]>>[CH:13]1[C:12]2[C:17](=[CH:4][C:5]3[C:10]([C:19]=2[CH2:20][O:21][CH2:22][CH2:18][OH:25])=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 3

HCID 679Dimethyl SulfoxideHCID 8028TetrahydrofuranHCID 85599913HCID 85599913, compound

Product 1

HCID 88244284HCID 88244284, compound

Procedure

To a separate flask under an inert atmosphere was added 9-bromoethylanthracene, 10 mL anhydrous THF, and 5 mL anhydrous dimethylsulfoxide. The resulting mixture was added to the solution prepared above. The resulting reaction mixture was then stirred for 15 hrs at room temperature. The mixture was then slowly quenched using saturated NaHCO3. The products were extracted with dichloromethane and dried over sodium sulfate. The solvents were evaporated under reduced pressure and purified using flash column chromatography.

Workup

  1. additionThe resulting mixture was added to the solution
  2. customprepared above
  3. customThe resulting reaction mixture
  4. customThe mixture was then slowly quenched
  5. extractionThe products were extracted with dichloromethane
  6. dry with materialdried over sodium sulfate
  7. customThe solvents were evaporated under reduced pressure
  8. custompurified

Sources & evidence

ORD record
ord-423bb2a78bdb4df4bcc0b53dcdbd8870
Source dataset
uspto-grants-2016_01
Patent number
US09234153B2

Reaction notes

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