Hydrochloric Acid → 3-(6,7-Difluoro-2-oxoquinoxalin-1(2H)-yl)propanal

HRID 1847084Notes

Reaction equation

HRID 1847084 reaction equation
[O:1]1CCO[CH:2]1[CH2:6][CH2:7][N:8]1[C:17]2[C:12](=[CH:13][C:14]([F:19])=[C:15]([F:18])[CH:16]=2)[N:11]=[CH:10][C:9]1=[O:20].Cl.C(=O)([O-])O.[Na+]>O1CCOCC1>[F:19][C:14]1[CH:13]=[C:12]2[C:17](=[CH:16][C:15]=1[F:18])[N:8]([CH2:7][CH2:6][CH:2]=[O:1])[C:9](=[O:20])[CH:10]=[N:11]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 867250061-[2-(1,3-Dioxolan-2-yl)ethyl]-6,7-difluoroquinoxalin-2(1H)one

Product 1

HCID 867250073-(6,7-Difluoro-2-oxoquinoxalin-1(2H)-yl)propanal

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 1-[2-(1,3-dioxolan-2-yl)ethyl]-6,7-difluoroquinoxalin-2(1H)one (0.6 g, 2.1 mmol) in dioxane (10 ml) was added 4N hydrochloric acid (10 ml) and the mixture was stirred at room temperature for 4 hours. An aqueous solution of sodium hydrogen carbonate was added thereto, the mixture was extracted with ethyl acetate, and the obtained organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The obtained crude product was dried in vacuum and used as such for the next step. 0.3 g (59%).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialthe obtained organic layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe obtained crude product
  5. customwas dried in vacuum

Sources & evidence

ORD record
ord-6810f85986574c9c9ee1aae7c557182b
Source dataset
uspto-grants-2015_02
Patent number
US08952010B2

Reaction notes

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