Water → 1-propyl-4-((trimethylsilyl)methyl)-1H-1,2,3-triazole

HRID 1401386Notes

Reaction equation

HRID 1401386 reaction equation
[CH3:1][Si:2]([C:5]#[CH:6])([CH3:4])[CH3:3].[N:7]([CH2:10][CH2:11][CH3:12])=[N+:8]=[N-:9].O[C@H:14]([C@@H]1C([O-])=C(O)C(=O)O1)CO.[Na+].O>S([O-])([O-])(=O)=O.[Cu+2].C(O)CCC>[CH2:10]([N:7]1[CH:14]=[C:6]([CH2:5][Si:2]([CH3:4])([CH3:3])[CH3:1])[N:9]=[N:8]1)[CH2:11][CH3:12]

Participants

7

Reactant 4

HCID 962WaterHCID 66111TrimethylsilylacetyleneHCID 124050721-AzidopropaneHCID 23667548Sodium Ascorbate

Product 1

HCID 1317321271-propyl-4-((trimethylsilyl)methyl)-1H-1,2,3-triazole

Reagents, catalysts & solvents 2

HCID 24462Copper SulfateCatalystHCID 2631-ButanolSolvent

Procedure

Trimethylsilylacetylene, 1-azidopropane, copper (II) sulfate and sodium (R)-2-((S)-1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydrofuran-3-olate 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 1-propyl-4-((trimethylsilyl)methyl)-1H-1,2,3-triazole solid.

Workup

  1. customt-butanol and water were removed

Sources & evidence

ORD record
ord-c5a3276a7c754f13801d6f10cc1f54f5
Source dataset
uspto-grants-2014_12
Patent number
US08907105B1

Reaction notes

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