Pyridine → 4-[[8-[(4-Methylphenyl)sulfonyl]octyl]oxy]-1,1-biphenyl

HRID 2165061Notes

Reaction equation

HRID 2165061 reaction equation
[C:1]1([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:6]=[CH:5][C:4]([O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]O)=[CH:3][CH:2]=1.[S:23](Cl)([C:26]1[CH:32]=[CH:31][C:29]([CH3:30])=[CH:28][CH:27]=1)(=[O:25])=[O:24].N1C=CC=CC=1>O>[CH3:30][C:29]1[CH:31]=[CH:32][C:26]([S:23]([CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][O:7][C:4]2[CH:5]=[CH:6][C:1]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[CH:2][CH:3]=2)(=[O:25])=[O:24])=[CH:27][CH:28]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 139591154-(8-Hydroxyoctyl)oxybiphenyl

Product 1

HCID 230435324-[[8-[(4-Methylphenyl)sulfonyl]octyl]oxy]-1,1-biphenyl

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 33.26 g of 8-([1,1'-biphenyl]-4-yloxy)-1-octanol, 23.37 g of tosyl chloride and 200 ml of pyridine was allowed to stand in a refrigerator overnight. Then water was added, the solid collected, washed with water and dissolved in chloroform. This solution was washed with dilute hydrochloric acid then saturated aqueous sodium bicarbonate, dried and the solvent removed, giving the desired compound as a white solid.

Workup

  1. customto stand in a refrigerator overnight
  2. customthe solid collected
  3. washwashed with water
  4. dissolutiondissolved in chloroform
  5. washThis solution was washed with dilute hydrochloric acid
  6. dry with materialsaturated aqueous sodium bicarbonate, dried
  7. customthe solvent removed

Sources & evidence

ORD record
ord-70e98206962349cebf1c09a0baac64ff
Source dataset
uspto-grants-1990_07
Patent number
US04939127

Reaction notes

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