Aluminium lithium hydride → 1-Methyl-3-(thiophen-3-yl)piperazine

HRID 248533Notes

Reaction equation

HRID 248533 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([CH:6]2[NH:11][CH2:10][CH2:9][N:8]([C:12](OCC)=O)[CH2:7]2)=[CH:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>CCOCC>[CH3:12][N:8]1[CH2:9][CH2:10][NH:11][CH:6]([C:3]2[CH:4]=[CH:5][S:1][CH:2]=2)[CH2:7]1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 85536114HCID 85536114, compound

Product 1

HCID 197635361-Methyl-3-(thiophen-3-yl)piperazineYield 93.4%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 1.20 g of 3-(3-thienyl)-1-piperazine carboxylic acid, ethyl ester in 100 ml of ether was added to a suspension of 380 mg of lithium aluminum hydride in 50 ml of ether. The mixture was refluxed for 12 hours and the product recovered, giving 850 mg of 4-methyl-2-(3-thienyl)piperazine.

Workup

  1. temperatureThe mixture was refluxed for 12 hours
  2. customthe product recovered

Sources & evidence

ORD record
ord-271a57d9d7e84be39fb2694ca37e1fa0
Source dataset
uspto-grants-1993_05
Patent number
US05210193

Reaction notes

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