Dimethyl Sulfoxide → Cinnamoylbenzene

HRID 1831018Notes

Reaction equation

HRID 1831018 reaction equation
CO[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]=[CH:10][C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:12].[C-]#N.[Na+].CS(C)=O.C(Cl)(Cl)Cl>O>[C:4]1([CH:9]=[CH:10][C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:12])[CH:3]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 6212ChloroformHCID 8929Sodium CyanideHCID 2238302-Methoxychalcone

Product 1

HCID 7189Cinnamoylbenzene

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

10 g of methoxy chalcone and 2.05 g of sodium cyanide are dissolved into 100 ml of dimethyl-sulfoxide, and then reacted during 24 hours. After the reaction, the reacted solution is mixed with chloroform and stirred together with distilled water so as to extract impurities. After removing the solution phase, the solution is decompressed at a room temperature in order to eliminate chloroform. After recrystallizing the remained solid phase in methanol, the solution is dried under vacuum, thus obtaining 4-hydroxychalcone for photoreaction.

Workup

  1. customreacted during 24 hours
  2. customAfter the reaction
  3. extractionto extract impurities
  4. customAfter removing the solution phase
  5. customis decompressed at a room temperature in order
  6. customAfter recrystallizing the remained solid phase in methanol
  7. dry with materialthe solution is dried under vacuum, thus obtaining 4-hydroxychalcone for photoreaction

Sources & evidence

ORD record
ord-520e89e4d0d34496ba86422bcedba4fd
Source dataset
uspto-grants-2006_06
Patent number
US07067566B2

Reaction notes

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