2,5-Dichlorophenol → HCID 22482797, compound

HRID 751567Notes

Reaction equation

HRID 751567 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 obtaind 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 futher transformations without additional purification.

Workup

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

Sources & evidence

ORD record
ord-664160f79aa94b16809b0f64a0598458
Source dataset
uspto-grants-2008_07
Patent number
US07405310B2

Reaction notes

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