Potassium Carbonate → 1-Ethynyl-4-(1-methylethyl)benzene

HRID 378244Notes

Reaction equation

HRID 378244 reaction equation
[CH3:1][CH:2]([C:4]1[CH:9]=[CH:8][C:7]([C:10]#[C:11][Si](C)(C)C)=[CH:6][CH:5]=1)[CH3:3].C(=O)([O-])[O-].[K+].[K+]>CO.O>[CH3:3][CH:2]([C:4]1[CH:5]=[CH:6][C:7]([C:10]#[CH:11])=[CH:8][CH:9]=1)[CH3:1]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 23390603(4-Isopropyl-phenylethynyl)-trimethyl-silane

Product 1

HCID 6375011-Ethynyl-4-(1-methylethyl)benzene

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

The crude 1-(4-(2-propyl)phenyl)-2-trimethylsilylacetylene was dissolved in methanol (100 mL). Aqueous 1M potassium carbonate solution (25 mL) was added and the reaction stirred at room temperature for 2 hours. The reaction mixture was then diluted with water and extracted with pentane. The organic layers were combined, dried with magnesium sulfate, and evaporated under reduced pressure without heating to give crude 4-(2-propyl)phenylacetylene.

Workup

  1. extractionextracted with pentane
  2. dry with materialdried with magnesium sulfate
  3. customevaporated under reduced pressure
  4. temperaturewithout heating

Sources & evidence

ORD record
ord-b0ae2058a91b401cafdd3d30314e32e0
Source dataset
uspto-grants-2000_02
Patent number
US06030969

Reaction notes

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