2-Methoxyethanol → HCID 178496198, compound

HRID 589211Notes

Reaction equation

HRID 589211 reaction equation
[OH:1][C:2]1[N:3](C(OC(C)(C)C)=O)[C:4]([C:7]([O:9][CH3:10])=[O:8])=[N:5][N:6]=1.[CH3:18][O:19][CH2:20][CH2:21]O.CCOC(/N=N/C(OCC)=O)=O.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>C1COCC1>[CH3:18][O:19][CH2:20][CH2:21][O:1][C:2]1[NH:3][C:4]([C:7]([O:9][CH3:10])=[O:8])=[N:5][N:6]=1

Participants

6

Reactant 4

HCID 80192-MethoxyethanolHCID 11776TriphenylphosphineHCID 5462977Diethyl azodicarboxylateHCID 178499170HCID 178499170, compound

Product 1

HCID 178496198HCID 178496198, compoundYield 54.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-tert-butyl 3-methyl 5-hydroxy-4H-1,2,4-triazole-3,4-dicarboxylate (0.170 g, 0.453 mmol) in THF (4 mL) was added 2-methoxyethanol (0.053 mL, 0.672 mmol), DEAD (0.107 mL, 0.682 mmol), PPh3 (0.142 g, 0.542 mmol) and stirred at it for 15 h. Reaction concentrated and ISCO purification (0-5% MeOH in DCM) to get methyl 5-(2-methoxyethoxy)-4H-1,2,4-triazole-3-carboxylate (0.050 g) as a colorless oil.

Workup

  1. customReaction
  2. concentrationconcentrated
  3. customISCO purification (0-5% MeOH in DCM)

Sources & evidence

ORD record
ord-39dc27de79fe446aa59dcd89c74ad26e
Source dataset
uspto-grants-2016_01
Patent number
US09227971B2

Reaction notes

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