4-Chlorophenol → HCID 15045663, compound

HRID 1460277Notes

Reaction equation

HRID 1460277 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.Cl[CH2:10][CH2:11][CH2:12][C:13]#[CH:14].[OH-].[K+]>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.C(O)C.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:14][CH2:13][CH2:12][C:11]#[CH:10])=[CH:4][CH:3]=1

Participants

7

Reactant 3

HCID 46844-ChlorophenolHCID 14797Potassium HydroxideHCID 843081-Pentyne, 5-chloro-

Product 1

HCID 15045663HCID 15045663, compound

Reagents, catalysts & solvents 3

HCID 67553Tetrabutylammonium IodideCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a mixture of 51.4 g (0.4 mol) of 4-chlorophenol, 49.2 g (0.48 mol) of 5-chloro-1-pentyne and 7.36 g (20 mmol) of tetra-n-butyl ammonium iodide in 140 mL of ethanol is added a solution of 24.7 g (0.44 mol) of potassium hydroxide in 24 mL of water over 2 minutes. The mixture is heated to reflux and is maintained for 25 hours.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux
  3. temperatureis maintained for 25 hours

Sources & evidence

ORD record
ord-d205203aef634d998f7ca37e4106c810
Source dataset
uspto-grants-1991_12
Patent number
US05070207

Reaction notes

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