Hydrazine hydrate (1:1) → HCID 19092328, compound

HRID 487592Notes

Reaction equation

HRID 487592 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][CH2:16][CH2:17][N:18]3C(=O)C4=CC=CC=C4C3=O)[CH2:12][CH:13]=2)=[CH:4][CH:3]=1.O.NN>CO>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][CH2:17][NH2:18])[CH2:10][CH:9]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 19092321HCID 19092321, compound

Product 1

HCID 19092328HCID 19092328, compoundYield 150.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of N-[4-{4-(4-methylphenyl)-1,2,3,6-tetrahydropyridin-1-yl}butyl]phthalimide (0.98 g), hydrazine hydrate (0.17 g) in methanol (10 ml) was stirred under reflux for 4 hours. After evaporation of the solvent, the crude residue was mixed with chloroform and 1N sodium hydroxide. The chloroform layer was separated, dried over magnesium sulfate and evaporated to give an oil of 4-[4-(4-methylphenyl)-1,2,3,6-tetrahydropyridin-1-yl]butylamine (0.96 g).

Workup

  1. temperatureunder reflux for 4 hours
  2. customAfter evaporation of the solvent
  3. additionthe crude residue was mixed with chloroform and 1N sodium hydroxide
  4. customThe chloroform layer was separated
  5. dry with materialdried over magnesium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-e9c1359775c94d1aae1a92c96cf63501
Source dataset
uspto-grants-1994_03
Patent number
US05296487

Reaction notes

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