Water → 1-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)-4-phenyl-1H-1,2,3-triazole

HRID 1401367Notes

Reaction equation

HRID 1401367 reaction equation
[N:1]([CH2:4][CH2:5][O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11][O:12][CH3:13])=[N+:2]=[N-:3].[C:14]1([C:20]#[CH:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.O>C(O)CCC>[CH3:13][O:12][CH2:11][CH2:10][O:9][CH2:8][CH2:7][O:6][CH2:5][CH2:4][N:1]1[CH:21]=[C:20]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:3]=[N:2]1

Participants

5

Reactant 3

HCID 962WaterHCID 10821PhenylacetyleneHCID 103752401-(2-Azidoethoxy)-2-(2-methoxyethoxy)ethane

Product 1

HCID 1177228851-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)-4-phenyl-1H-1,2,3-triazole

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

1-azido-2-(2-(2-methoxyethoxy)ethoxy)ethane (15.0 g, 79 mmol) was mixed with phenylacetylene (8.10 g, 79 mmol) in a 1:3 solution of water:butanol. The mixture was rotovap and the product extracted in ethanolamine and washed multiple times with water and brine, producing 1-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)-4-phenyl-1H-1,2,3-triazole.

Workup

  1. extractionthe product extracted in ethanolamine
  2. washwashed multiple times with water and brine

Sources & evidence

ORD record
ord-934d39967e67450cbea5c36dea343b3a
Source dataset
uspto-grants-2014_12
Patent number
US08907105B1

Reaction notes

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