1,4-Dioxane → HCID 21318627, compound

HRID 2163212Notes

Reaction equation

HRID 2163212 reaction equation
[CH3:1][N:2]1[CH2:13][C:12]2[C:11]3[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=3[NH:5][C:4]=2[C:3]1=O.[H-].[H-].[H-].[H-].[Li+].[Al+3].O1CCOCC1>O>[CH3:1][N:2]1[CH2:13][C:12]2[C:11]3[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=3[NH:5][C:4]=2[CH2:3]1

Participants

5

Reactant 3

HCID 312751,4-DioxaneHCID 676886HCID 676886, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 21318627HCID 21318627, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Methyl-1,4-dihydropyrrolo[3,4-b]indol-3(2H)-one, 1.7 g., and LiAlH4, 2.3 g., are heated in refluxing dioxane, 300 ml., for five hours. The mixture is cooled and carefully hydrolyzed with excess water. Solids are filtered away and washed with dioxane, after which the filtrate is concentrated to dryness giving 1.4 g. of a crude brown product, m.p. 110°-120° C. Since the crude product is sensitive to air oxidation (darkens rapidly on standing), it is not further purified before methiodide preparation.

Workup

  1. temperature, are heated
  2. temperatureThe mixture is cooled
  3. filtrationSolids are filtered away
  4. washwashed with dioxane
  5. concentrationafter which the filtrate is concentrated to dryness
  6. customgiving 1.4 g
  7. customis not further purified before methiodide preparation

Sources & evidence

ORD record
ord-e63686ebb3624d7b981b984362d5caa2
Source dataset
uspto-grants-1979_01
Patent number
US04132792

Reaction notes

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