Sodium Sulfate → beta-Methylbenzenepropanamine

HRID 897384Notes

Reaction equation

HRID 897384 reaction equation
[CH3:1][CH:2]([CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:3][NH-:4].[H-].[Al+3].[Li+].[H-].[H-].[H-].S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[CH3:1][CH:2]([CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:3][NH2:4]

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 21226445Aluminium lithium hydrideHCID 86587654HCID 86587654, compound

Product 1

HCID 12672558beta-Methylbenzenepropanamine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of commercially available 2-methyl-3-phenylpropylamide (4.32 g, 26.5 mmol) and lithium aluminum hydride (1.3 g, 34.3 mmol) in tetrahydrofuran (184 ml) was stirred at room temperature for 5 h. The reaction mixture was poured into saturated aqueous sodium sulfate and extracted with dichloromethane followed. The combined organic extracts were dried (sodium sulfate) and evaporated to provide the amine as an oil. For alternative preparations see: Dornow and Fust, Chem. Ber. 87, 984 (1954).

Workup

  1. extractionextracted with dichloromethane
  2. dry with materialThe combined organic extracts were dried (sodium sulfate)
  3. customevaporated

Sources & evidence

ORD record
ord-dc090d5b376345e29d81dda8a36bf875
Source dataset
uspto-grants-2005_07
Patent number
US06921762B2

Reaction notes

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