4,4'-Dihydroxybiphenyl → HCID 58640597, compound

HRID 1827634Notes

Reaction equation

HRID 1827634 reaction equation
Cl[CH2:2][C:3]1([CH2:9][CH3:10])[CH:6]([CH3:7])[O:5][CH:4]1[CH3:8].[CH:11]1[C:16]([C:17]2[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=2)=[CH:15][CH:14]=[C:13]([OH:24])[CH:12]=1.[OH-:25].[K+]>[Br-].C([P+](CCCC)(CCCC)CCCC)CCC.O>[CH3:7][CH:6]1[C:3]([CH2:2][O:24][C:13]2[CH:12]=[CH:11][C:16]([C:17]3[CH:22]=[CH:21][C:20]([O:23][CH2:2][C:3]4([CH2:9][CH3:10])[CH:6]([CH3:7])[O:25][CH:4]4[CH3:8])=[CH:19][CH:18]=3)=[CH:15][CH:14]=2)([CH2:9][CH3:10])[CH:4]([CH3:8])[O:5]1

Participants

6

Reactant 3

HCID 71124,4'-DihydroxybiphenylHCID 14797Potassium HydroxideHCID 22062436HCID 22062436, compound

Product 1

HCID 58640597HCID 58640597, compound

Reagents, catalysts & solvents 2

HCID 76564Tetrabutylphosphonium bromideCatalystHCID 962WaterSolvent

Conditions

Temperature
110 °C

Procedure

While stirring, 3-chloromethyl-3-ethyl-2,4-dimethyl-oxetane, 4,4′-bisphenol, and tetrabutylphosphonium bromide were heated to 80° C. An aqueous potassium hydroxide solution was dripped. The resulting mixture was heated to approximately 110° C. to start reflux. While refluxed, the reaction was allowed to proceed over 8 hours. After the reaction, the reaction mixture was cooled to room temperature. Subsequently, pure water was added and the resulting mixture was well stirred. Thereafter, deposits were collected by filtration. The resulting deposits were washed with water, followed by washing with methanol. Subsequently, drying was performed employing a vacuum dryer, whereby a targeted compound was obtained.

Workup

  1. temperatureto start reflux
  2. temperatureWhile refluxed
  3. customAfter the reaction
  4. temperaturethe reaction mixture was cooled to room temperature
  5. stirringthe resulting mixture was well stirred
  6. filtrationThereafter, deposits were collected by filtration
  7. washThe resulting deposits were washed with water
  8. washby washing with methanol
  9. customSubsequently, drying
  10. customwas obtained

Sources & evidence

ORD record
ord-5e418a0388454984873d7145c34719fc
Source dataset
uspto-grants-2006_06
Patent number
US07056559B2

Reaction notes

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