Acetic Anhydride → 1-(3,4-Dihydroquinoxalin-1(2h)-yl)ethanone

HRID 615429Notes

Reaction equation

HRID 615429 reaction equation
[NH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][CH2:3][CH2:2]1.[C:11](OC(=O)C)(=[O:13])[CH3:12]>C(O)C.O.[OH-].[Na+]>[C:11]([N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][CH2:3][CH2:2]1)(=[O:13])[CH3:12]

Participants

6

Reactant 2

HCID 7918Acetic AnhydrideHCID 770281,2,3,4-Tetrahydroquinoxaline

Product 1

HCID 2415071-(3,4-Dihydroquinoxalin-1(2h)-yl)ethanone

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 0.186 mole (25 g) of 1,2,3,4-tetrahydroquinoxaline is dissolved in 250 ml of ethanol and 17.6 ml of acetic anhydride is added dropwise with stirring. The solution is then diluted with 750 ml of water and basified with 1N sodium hydroxide. The solution is extracted with chloroform, the organic extracts are dried and then evaporated to provide the solid product, 1-acetyl-1,2,3,4-tetrahydroquinoxaline.

Workup

  1. extractionThe solution is extracted with chloroform
  2. customthe organic extracts are dried
  3. customevaporated

Sources & evidence

ORD record
ord-b80a7c41a43f46d280cb4152bc881e85
Source dataset
uspto-grants-1985_02
Patent number
US04499270

Reaction notes

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