3-Phenylphenol → HCID 15006942, compound

HRID 1645893Notes

Reaction equation

HRID 1645893 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.Cl[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][OH:21].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.O>[C:8]1([C:4]2[CH:3]=[C:2]([CH:7]=[CH:6][CH:5]=2)[O:1][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][OH:21])[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

6

Reactant 3

HCID 113813-PhenylphenolHCID 11430Potassium CarbonateHCID 748286-Chloro-1-hexanol

Product 1

HCID 15006942HCID 15006942, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A mixture of 15.0 g (0.088 mole) of 3-hydroxybiphenyl, 13.3 g (0.097 mole) of 6-chlorohexan-1-ol, and 13.8 g (0.01 mole) of potassium carbonate in 250 ml of dry dimethylformamide is stirred and heated to reflux for 3 hours. The mixture is cooled to room temperature, diluted with water, and extracted with ether, the ether extracts dried and evaported under reduced pressure to give a light yellow oil. The crude product is vacuum distilled to give a fraction boiling between 150 and 190° C. (0.05 mmHg), and solidifying to a soft solid, corresponding to the pure desired product.

Workup

  1. temperatureheated
  2. temperatureto reflux for 3 hours
  3. extractionextracted with ether
  4. dry with materialthe ether extracts dried
  5. customto give a light yellow oil
  6. distillationdistilled
  7. customto give a fraction
  8. customboiling between 150 and 190° C.

Sources & evidence

ORD record
ord-3579e449059e4d3c8c0c382e1e93a282
Source dataset
uspto-grants-1993_01
Patent number
US05177108

Reaction notes

Loading…