Sodium Sulfate → 2-(2-Aminopropyl)thiophene

HRID 1875343Notes

Reaction equation

HRID 1875343 reaction equation
[N+:1]([C:4]([CH3:11])=[CH:5][C:6]1[S:7][CH:8]=[CH:9][CH:10]=1)([O-])=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[CH3:11][CH:4]([NH2:1])[CH2:5][C:6]1[S:7][CH:8]=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 2382342-(2-Nitro-1-propen-1-yl)thiopheneHCID 21226445Aluminium lithium hydride

Product 1

HCID 64841332-(2-Aminopropyl)thiophene

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 3.7 g (21.9 mmol) 2-(2-nitro-propenyl)-thiophene in 50 ml THF is added dropwise to a suspension of 4.1 g (109.3 mmol) lithium aluminium hydride in 150 ml THF. After the addition has ended the mixture is refluxed. After 1.5 hours it is cooled to RT and stirred for another 16 hours. Then the mixture is slowly combined with 10 ml sat. sodium sulphate solution and filtered through Celite. The filtrate thus obtained is evaporated down i. vac.

Workup

  1. additionAfter the addition
  2. temperatureis refluxed
  3. filtrationfiltered through Celite
  4. customThe filtrate thus obtained
  5. customis evaporated down i

Sources & evidence

ORD record
ord-5dccfa5efd51411fbe1ff5834ec936bc
Source dataset
uspto-grants-2012_11
Patent number
US08309542B2

Reaction notes

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