Ammonium Hydroxide → HCID 20378679, compound

HRID 437949Notes

Reaction equation

HRID 437949 reaction equation
[CH3:1][N:2]1[CH2:16][CH2:15][N:5]2[C:6]3[C:11]([NH:12][C:13](=O)[CH:4]2[CH2:3]1)=[CH:10][CH:9]=[CH:8][CH:7]=3.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[NH4+].C(O)(=O)/C=C/C(O)=O>CC(C)=O.O1CCCC1>[CH3:1][N:2]1[CH2:16][CH2:15][N:5]2[C:6]3[C:11]([NH:12][CH2:13][CH:4]2[CH2:3]1)=[CH:10][CH:9]=[CH:8][CH:7]=3

Participants

7

Reactant 4

HCID 14923Ammonium HydroxideHCID 444972Fumaric Acid2×HCID 20378670HCID 20378670, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 20378679HCID 20378679, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 7.1 g. of 2,3,4,4a-tetrahydro-3-methyl- 1H-pyrazino[1,2-a]quinoxalin-5(6H)-one, 3.5 g. of lithium aluminum hydride and 450 ml. of dry tetrahydrofuran is refluxed for 20 hours under a nitrogen atmosphere. The mixture is cooled and 20 ml. of concentrated ammonium hydroxide is carefully added. The mixture is filtered and the filter cake is washed with isopropanol. The filtrate is concentrated to give 5.7 g. of product as a viscous oil. A 3.5 g. portion is dissolved in acetone and treated with a saturated solution of fumaric acid in acetone. Filtration gives 3.3 g. of the product as the fumaric acid salt, m.p. 178°-188°. Recrystallization from isopropanol gives 2.1 g. of salt, m.p. 186°-188° .

Workup

  1. additionA mixture of 7.1 g
  2. temperatureThe mixture is cooled
  3. filtrationThe mixture is filtered
  4. washthe filter cake is washed with isopropanol
  5. concentrationThe filtrate is concentrated
  6. customto give 5.7 g
  7. filtrationFiltration
  8. customgives 3.3 g
  9. customRecrystallization from isopropanol
  10. customgives 2.1 g

Sources & evidence

ORD record
ord-750dd0422c6a4e77a9d8f864237df011
Source dataset
uspto-grants-1977_06
Patent number
US04032639

Reaction notes

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