Sodium Sulfate → HCID 21709049, compound

HRID 651761Notes

Reaction equation

HRID 651761 reaction equation
C[N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([N:11]3[C:15](=O)[CH2:14][CH2:13][C:12]3=O)[CH:9]=2)[CH:4]=[CH:3]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[N:11]1([C:8]2[CH:9]=[C:10]3[C:5]([CH:4]=[CH:3][NH:2]3)=[CH:6][CH:7]=2)[CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 21226445Aluminium lithium hydrideHCID 21709035HCID 21709035, compound

Product 1

HCID 21709049HCID 21709049, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

1-(1-Methyl-1H-indol-6-yl)-pyrrolidine-2,5-dione (3.8 g, 17.7 mmol) in tetrahydrofuran (75 ml) was treated with lithium aluminum hydride in tetrahydrofuran (88 ml, 1.0 M, 88 mmol) for 2 hours at room temperature. The mixture was cooled and treated with aqueous sodium sulfate. The mixture was extracted with ether and the organic layer was concentrated. Chromatography of the crude product over silica gel with 70% hexane/ethyl acetate gave 6-pyrrolidin-1-yl-1H-indole as a white solid.

Workup

  1. temperatureThe mixture was cooled
  2. extractionThe mixture was extracted with ether
  3. concentrationthe organic layer was concentrated

Sources & evidence

ORD record
ord-d74280973afd4fe1ab71acf45506bdb6
Source dataset
uspto-grants-2001_08
Patent number
US06281356B1

Reaction notes

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