2,5-Dichlorophenol → HCID 22482797, compound

HRID 2110973Notes

Reaction equation

HRID 2110973 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[OH:9].C(=O)([O-])[O-].[K+].[K+].[CH2:16](Br)[C:17]#[CH:18].C1(C)C=CC=CC=1>CC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[O:9][CH2:18][C:17]#[CH:16]

Participants

6

Reactant 4

HCID 662,5-DichlorophenolHCID 1140TolueneHCID 7842Propargyl bromideHCID 11430Potassium Carbonate

Product 1

HCID 22482797HCID 22482797, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2,5-Dichlorophenol (8 g, 49 mmol) was mixed with potassium carbonate (13.6 g, 98 mmol) and 80% solution of propargyl bromide in toluene (11 ml, 98 mmol) in acetone (100 ml) and stirred overnight at room temperature. The precipitate was removed by filtration and washed with acetone. The acetone solution obtained was concentrated by rotary evaporation and kept under vacuum for 5 h. The product was obtained as yellow oil with quantitative yield. It was used for further transformations without additional purification.

Workup

  1. customThe precipitate was removed by filtration
  2. washwashed with acetone
  3. customThe acetone solution obtained
  4. concentrationwas concentrated by rotary evaporation
  5. waitkept under vacuum for 5 h
  6. customThe product was obtained as yellow oil with quantitative yield
  7. customIt was used for further transformations without additional purification

Sources & evidence

ORD record
ord-b47bade39c1344d79a296f029362cd97
Source dataset
uspto-grants-2009_04
Patent number
US07517992B2

Reaction notes

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