Potassium Carbonate → HCID 22456488, compound

HRID 2186412Notes

Reaction equation

HRID 2186412 reaction equation
[CH:1]([N:4]([CH:19]([CH3:21])[CH3:20])[N:5]=[N:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]#[C:14][Si](C)(C)C)=[CH:9][CH:8]=1)([CH3:3])[CH3:2].C([O-])([O-])=O.[K+].[K+]>CO>[CH:19]([N:4]([CH:1]([CH3:3])[CH3:2])[N:5]=[N:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]#[CH:14])=[CH:11][CH:12]=1)([CH3:21])[CH3:20]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 22456489HCID 22456489, compound

Product 1

HCID 22456488HCID 22456488, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6 g of 1-(diisopropyltriazenyl)-4-((trimethylsilyl)ethynyl)benzene (19.9 mmol, 1 eq.) are dissolved in 100 ml of MeOH, and 13.7 g of K2CO3 (99.5 mmol, 5 eq.) are added in small portions. The reaction medium is stirred at room temperature for 15 h and then evaporated to dryness and taken up in 100 ml of water and 100 ml of EtOAc. The aqueous phase is extracted four times with 50 ml of EtOAc, after which the organic phase is dried over magnesium sulfate, filtered and then evaporated to give 4.38 g of 1-(diisopropyltriazenyl)-4-ethynylbenzene with a yield of 96%.

Workup

  1. customevaporated to dryness
  2. extractionThe aqueous phase is extracted four times with 50 ml of EtOAc
  3. dry with materialafter which the organic phase is dried over magnesium sulfate
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-c13aae260ddc44dc952baa3378ee933e
Source dataset
uspto-grants-2002_06
Patent number
US06403705B1

Reaction notes

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