Water → HCID 19095956, compound

HRID 486767Notes

Reaction equation

HRID 486767 reaction equation
[NH:1]1[C:5](=O)[CH2:4][C:3]2([CH2:18][CH2:17][N:9]3[C:10]4[C:15]([CH:16]=[C:8]3[CH2:7]2)=[CH:14][CH:13]=[CH:12][CH:11]=4)[C:2]1=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].O>C1COCC1>[NH:1]1[CH2:5][CH2:4][C:3]2([CH2:18][CH2:17][N:9]3[C:10]4[C:15]([CH:16]=[C:8]3[CH2:7]2)=[CH:14][CH:13]=[CH:12][CH:11]=4)[CH2:2]1

Participants

5

Reactant 3

HCID 962WaterHCID 19095882HCID 19095882, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 19095956HCID 19095956, compoundYield 69.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 100 mg of 7,9-dihydrospiro[pyrido[1,2-a]indole-8(6H),3'-pyrrolidine]-2',5'-dione in 10 ml of THF was added dropwise to a suspension of 152 mg of lithium aluminium hydride in 20 ml of THF. After completion of the addition the mixture was heated at reflux for 20 hours. 20 ml of water were added to the cooled mixture and the resulting mixture was extracted with diethyl ether. The etheral extracts were washed with water, dried and concentrated. There were obtained 62 mg of 7,9-dihydrospiro[pyrido[1,2-a]indole-8(6H),3'-pyrrolidine].

Workup

  1. additionAfter completion of the addition the mixture
  2. temperaturewas heated
  3. temperatureat reflux for 20 hours
  4. extractionthe resulting mixture was extracted with diethyl ether
  5. washThe etheral extracts were washed with water
  6. customdried
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-ae4a8f8e40204032a847866669fd1401
Source dataset
uspto-grants-1994_03
Patent number
US05292747

Reaction notes

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