Dimethyl Sulfoxide → HCID 12905997, compound

HRID 1156423Notes

Reaction equation

HRID 1156423 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:16]=[CH:15][C:6]([O:7][C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.Cl[CH:20]([CH3:24])[C:21]([NH2:23])=[O:22].C(=O)([O-])[O-].[K+].[K+].CS(C)=O>CCCCCC.O>[F:1][C:2]([F:17])([F:18])[C:3]1[CH:16]=[CH:15][C:6]([O:7][C:8]2[CH:9]=[CH:10][C:11]([O:14][CH:20]([CH3:24])[C:21]([NH2:23])=[O:22])=[CH:12][CH:13]=2)=[CH:5][CH:4]=1

Participants

7

Reactant 4

HCID 679Dimethyl SulfoxideHCID 11430Potassium CarbonateHCID 943852-ChloropropanamideHCID 170230p-(4-(Trifluoromethyl)phenoxy)phenol

Product 1

HCID 12905997HCID 12905997, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8058HexaneSolvent

Procedure

A mixture containing 10.0 g (0.039 mole) of 4-(4-trifluoromethylphenoxy)phenol, 5.0 g (0.039 mole) of 2-chloropropanamide, 6.9 g (0.05 mole) of anhydrous potassium carbonate, and 50 ml of dimethylsulfoxide is stirred at 90° until reaction is complete, as indicated by vpc techniques. The resultant slurry is cooled, poured into 600 ml of water, and teated with 1:1 hexane/tolune, and the product is isolated by filtration, mp 147°-149°. Recrystallization from hexane affords highly pure product, mp 149-151.

Workup

  1. temperatureThe resultant slurry is cooled
  2. customthe product is isolated by filtration, mp 147°-149°
  3. customRecrystallization from hexane
  4. customaffords highly pure product, mp 149-151

Sources & evidence

ORD record
ord-27d4d06f2325478681cdf4653af6726e
Source dataset
uspto-grants-1982_06
Patent number
US04335249

Reaction notes

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