Phenylacetylene → HCID 67497967, compound

HRID 1399397Notes

Reaction equation

HRID 1399397 reaction equation
[N:1]([CH2:4][Si:5]([CH3:8])([CH3:7])[CH3:6])=[N+:2]=[N-:3].[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)#[CH:10].O[C@H]([C@@H]1C([O-])=C(O)C(=O)O1)CO.[Na+]>S([O-])([O-])(=O)=O.[Cu+2]>[C:11]1([C:9]2[N:3]=[N:2][N:1]([CH2:4][Si:5]([CH3:8])([CH3:7])[CH3:6])[CH:10]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 10821PhenylacetyleneHCID 150751Trimethylsilylmethyl AzideHCID 23667548Sodium Ascorbate

Product 1

HCID 67497967HCID 67497967, compound

Reagents, catalysts & solvents 1

HCID 24462Copper SulfateCatalyst

Procedure

(Azidomethyl)trimethylsilane (1.6 g, 12.38 mmol), ethynylbenzene (1.30 g, 12.73 mmol), copper(II) sulfate (0.060 g, 0.376 mmol) and sodium (R)-2-((S)-1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydrofuran-3-olate (0.135 g, 0.681 mmol) were added to a 1:2 solution of waterbutan-1-ol. The reaction was stirred for 4 days and t-butanol and water were removed, producing a 4-phenyl-1-((trimethylsilyl)methyl)-1H-1,2,3-triazole solid.

Workup

  1. customt-butanol and water were removed

Sources & evidence

ORD record
ord-825f29c6dc31470a9b86c7caf6b066e2
Source dataset
uspto-grants-2014_12
Patent number
US08906135B1

Reaction notes

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