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

HRID 257766Notes

Reaction equation

HRID 257766 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-7ce1eb6a0995443086526002c2c2e9d0
Source dataset
uspto-grants-1993_11
Patent number
US05264438

Reaction notes

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