Water → HCID 67497967, compound

HRID 1401378Notes

Reaction equation

HRID 1401378 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+].O>S([O-])([O-])(=O)=O.[Cu+2].C(O)CCC>[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

7

Reactant 4

HCID 962WaterHCID 10821PhenylacetyleneHCID 150751Trimethylsilylmethyl AzideHCID 23667548Sodium Ascorbate

Product 1

HCID 67497967HCID 67497967, compound

Reagents, catalysts & solvents 2

HCID 24462Copper SulfateCatalystHCID 2631-ButanolSolvent

Procedure

(Azidomethyl)trimethylsilane (1.6 g, 12.38 mmol), ethynylbenzene (1.30 g, 12.73 mmol), copper(II) sulfate (0.06 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 water:butan-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-27b60881f71441c2af666d25615638e8
Source dataset
uspto-grants-2014_12
Patent number
US08907105B1

Reaction notes

Loading…