Water → Quinoxaline-2-carbaldehyde

HRID 868910Notes

Reaction equation

HRID 868910 reaction equation
[OH2:1].[CH3:2][C:3]1[CH:12]=[N:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1>O1CCOCC1>[N:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[N:11]=[CH:12][C:3]=1[CH:2]=[O:1]

Participants

4

Reactant 2

HCID 962WaterHCID 236862-Methylquinoxaline

Product 1

HCID 594088Quinoxaline-2-carbaldehyde

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of SeO2 (2.3 g, 20.9 mmol) and water (1 mL) in 1,4-dioxane (25 mL) at reflux was added 2-methylquinoxaline (2 g, 13.9 mmol) in 1,4-dioxane (4 mL). After refluxing for 4 h, the reaction mixture was filtered. The filtrate was concentrated and purified by column chromatography to give 500 mg of the desired product. LC-MS: m/z 159 (M+H+).

Workup

  1. temperatureAfter refluxing for 4 h
  2. filtrationthe reaction mixture was filtered
  3. concentrationThe filtrate was concentrated
  4. custompurified by column chromatography

Sources & evidence

ORD record
ord-667966c24ee3491c9ccaa85017000edc
Source dataset
uspto-grants-2015_03
Patent number
US08969349B2

Reaction notes

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