1-Butanol → 1-((3-(2-methoxyethoxy)propoxy)methyl)-4-propyl-1H-1,2,3-triazole

HRID 1399389Notes

Reaction equation

HRID 1399389 reaction equation
[N:1]([CH2:4]COCCOCCOC)=[N+:2]=[N-:3].[CH:14]#[C:15][CH2:16][CH2:17][CH3:18].O[C@H:20]([C@@H:23]1C([O-])=[C:26]([OH:29])[C:25](=O)[O:24]1)[CH2:21][OH:22].[Na+].O.[CH2:33](O)CCC>S([O-])([O-])(=O)=O.[Cu+2]>[CH3:33][O:29][CH2:26][CH2:25][O:24][CH2:23][CH2:20][CH2:21][O:22][CH2:4][N:1]1[CH:14]=[C:15]([CH2:16][CH2:17][CH3:18])[N:3]=[N:2]1

Participants

7

Reactant 5

HCID 2631-ButanolHCID 962WaterHCID 123091-PentyneHCID 103752401-(2-Azidoethoxy)-2-(2-methoxyethoxy)ethaneHCID 23667548Sodium Ascorbate

Product 1

HCID 1177228801-((3-(2-methoxyethoxy)propoxy)methyl)-4-propyl-1H-1,2,3-triazole

Reagents, catalysts & solvents 1

HCID 24462Copper SulfateCatalyst

Procedure

1-azido-2-(2-(2-methoxyethoxy)ethoxy)ethane (7.0 g, 37.0 mmol), pent-1-yne (2.52 g, 37.0 mmol), sodium (R)-2-((S)-1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydrofuran-3-olate (0.037 g, 0.19 mmol) and copper (II) sulfate (5.90 mg, 0.037 mmol) were added in a mixture of 1:2 (v/v) solution of water:butanol, yielding a product of 1-((3-(2-methoxyethoxy)propoxy)methyl)-4-propyl-1H-1,2,3-triazole.

Sources & evidence

ORD record
ord-91d257c74a0d487eaef447cc1b10f113
Source dataset
uspto-grants-2014_12
Patent number
US08906135B1

Reaction notes

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