Hydrochloric Acid → 3-(7-Methoxy-2-oxoquinoxalin-1(2H)-yl)propanal

HRID 1846997Notes

Reaction equation

HRID 1846997 reaction equation
C[O:2][CH:3](OC)[CH2:4][CH2:5][N:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:16][CH3:17])[CH:14]=2)[N:9]=[CH:8][C:7]1=[O:18].Cl>O1CCCC1.ClCCl>[CH3:17][O:16][C:13]1[CH:14]=[C:15]2[C:10]([N:9]=[CH:8][C:7](=[O:18])[N:6]2[CH2:5][CH2:4][CH:3]=[O:2])=[CH:11][CH:12]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 867249271-(3,3-Dimethoxypropyl)-7-methoxyquinoxalin-2(1H)-one

Product 1

HCID 867249283-(7-Methoxy-2-oxoquinoxalin-1(2H)-yl)propanalYield 94.1%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

1-(3,3-Dimethoxypropyl)-7-methoxyquinoxalin-2(1H)-one (300 mg, 1.08 mmol) was dissolved in tetrahydrofuran (3 ml). 1N Hydrochloric acid (3 ml) was added to this solution and the mixture was stirred at room temperature for 3.5 hours. The reaction solution was diluted with dichloromethane and stirred, and the organic layer was then separated. The organic layer was washed with saturated sodium chloride solution, dried over magnesium sulfate and then the solvent was removed under reduced pressure to yield 236 mg (94%) of the title compound in the form of a light brown solid.

Workup

  1. stirringstirred
  2. customthe organic layer was then separated
  3. washThe organic layer was washed with saturated sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-5af76eacfffa47a8bb64741ab3074d97
Source dataset
uspto-grants-2015_02
Patent number
US08952010B2

Reaction notes

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