Ethanol → 178672-12-3

HRID 2294119Notes

Reaction equation

HRID 2294119 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16]C2C=CC=C3C(NC(=O)C=23)=O)[CH2:10][CH2:9]1.O.[NH2:29]N.C(O)C>C(OCC)(=O)C.C(OCC)C>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][CH2:16][NH2:29])[CH2:12][CH2:13]1

Participants

6

Reactant 3

HCID 702EthanolHCID 24654Hydrazine hydrate (1:1)HCID 21473531HCID 21473531, compound

Product 1

HCID 21473406178672-12-3Yield 47.5%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 3-[4-(2-fluorophenyl)piperazin-1-yl]propylphthalimide (1.87 g, 5.09 mmol) and hydrazine hydrate (305 mg, 6.11 mol) in 10L of ethanol was heated at 90° C. for 2 hours. The mixture was allowed to cool to room temperature and then diluted with 4 mL of ethyl acetate and 60 mL of diethyl ether. The mixture was filtered and the solvents were removed by evaporation to give 3-[4-(2-fluorophenyl)piperazin-1-yl]propylamine (574 g, 2.42 mmol).

Workup

  1. temperatureto cool to room temperature
  2. filtrationThe mixture was filtered
  3. customthe solvents were removed by evaporation

Sources & evidence

ORD record
ord-1d42c3bc275c49d8bcdbfedf585c77d9
Source dataset
uspto-grants-1997_11
Patent number
US05688795

Reaction notes

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