Water → HCID 131713106, compound

HRID 647090Notes

Reaction equation

HRID 647090 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Na].Cl[CH:10]([C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1)[C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=1[Cl:18].O>C1(C)C=CC=CC=1>[C:1]1([O:7][CH:10]([C:19]2[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=2)[C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=2[Cl:18])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 962WaterHCID 996PhenolHCID 5360545Sodium2×HCID 20485605HCID 20485605, compound

Product 1

HCID 131713106HCID 131713106, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

1 gm of phenol is added to 100 ml of toluene in a 250 Erlenmeyer flask equipped with a refluxing condensor. 0.26 gm sodium is added and the system is heated at reflux until the sodium has dissolved. The system is then allowed to come to room temperature. At this time, 2.50 gm of alpha-chloro-2,4-dichloro-alpha-(3-pyridyl)toluene in 30 ml of toluene is added over 1 hour. The system is then heated at reflux for 6 hours. The system is added to water and the product extracted in the organic phase. The toluene is removed by stripping to give the 3-pyridyl-2,4-dichlorophenylcarbinol phenylether.

Workup

  1. customequipped with a refluxing condensor
  2. temperaturethe system is heated
  3. dissolutionhas dissolved
  4. customto come to room temperature
  5. temperatureThe system is then heated
  6. temperatureat reflux for 6 hours
  7. extractionthe product extracted in the organic phase
  8. customThe toluene is removed

Sources & evidence

ORD record
ord-b5764e763f1c4933b3b8f05acd1ba935
Source dataset
uspto-grants-1983_10
Patent number
US04407806

Reaction notes

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