Ethyl Propionate → Ethyl 1-(4-methoxybenzyl)-1H-1,2,3-triazole-4-carboxylate

HRID 2074114Notes

Reaction equation

HRID 2074114 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]([CH2:7][N:8]=[N+:9]=[N-:10])=[CH:5][CH:4]=1.[CH2:13]([O:15][C:16](=[O:19])[CH2:17][CH3:18])[CH3:14]>CN(C=O)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][N:8]2[CH:18]=[C:17]([C:16]([O:15][CH2:13][CH3:14])=[O:19])[N:10]=[N:9]2)=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 7749Ethyl PropionateHCID 109317671-(Azidomethyl)-4-methoxybenzene

Product 1

HCID 12937510Ethyl 1-(4-methoxybenzyl)-1H-1,2,3-triazole-4-carboxylateYield 95%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of para-methoxy benzyl azide (125.0 g, 0.77 mol) in anhydrous DMF (300 mL) was added dropwise propionic acid ethyl ester-(166 g, 1.77 mol) at 0° C. After the addition, the mixture was stirred at RT overnight. The mixture was evaporated in vacuo to yield crude title compound (190.0 g, 95.0%) as yellow oil that was used without further purification.

Workup

  1. additionAfter the addition
  2. customThe mixture was evaporated in vacuo

Sources & evidence

ORD record
ord-f50f073b7b6a4b4a8c3815c04327ab93
Source dataset
uspto-grants-2011_04
Patent number
US07919488B2

Reaction notes

Loading…