Water → 3-Methyl-3-propylpyrrolidine

HRID 1071489Notes

Reaction equation

HRID 1071489 reaction equation
[CH3:1][C:2]1([CH2:9][CH2:10][CH3:11])[CH2:7][C:6](=O)[NH:5][C:3]1=O.[H-].[H-].[H-].[H-].[Li+].[Al+3].O>C1COCC1>[CH3:1][C:2]1([CH2:9][CH2:10][CH3:11])[CH2:7][CH2:6][NH:5][CH2:3]1

Participants

5

Reactant 3

HCID 962WaterHCID 73899alpha-Methyl-alpha-propylsuccinimideHCID 21226445Aluminium lithium hydride

Product 1

HCID 223935423-Methyl-3-propylpyrrolidineYield 63%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

α-Methyl-α-propyl-succinimide (310 mg, 2 mmol) was dissolved in THF and to the solution was added 84 mg LiAlH4 (2.2 mmol) in three small portions. The reaction was proceeded at 0° C. for 5 min, then room temp for 2 h. Cold water was added to quench the reduction. The solution was filtered through celite. The filtrates were combined and evaporated under vacuum. The product (160 mg, Yield 63%) was ready for use.

Workup

  1. waitroom temp for 2 h
  2. customto quench the reduction
  3. filtrationThe solution was filtered through celite
  4. customevaporated under vacuum

Sources & evidence

ORD record
ord-299027c3cb6640b6ae00aeed1ff288ce
Source dataset
uspto-grants-2005_06
Patent number
US06906067B2

Reaction notes

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