Water → HCID 86741690, compound

HRID 1788671Notes

Reaction equation

HRID 1788671 reaction equation
[Cl:1]CCCC([C:7]1[CH:15]=[CH:14][C:10]2[O:11][CH2:12][O:13][C:9]=2[CH:8]=1)=O.C1(N2CCNCC2)C=CC=CC=1.C(N(CC)CC)C.O>CN(C=O)C>[ClH:1].[ClH:1].[O:11]1[C:10]2[CH:14]=[CH:15][CH:7]=[CH:8][C:9]=2[O:13][CH2:12]1

Participants

6

Reactant 4

HCID 962WaterHCID 70961-PhenylpiperazineHCID 8471TriethylamineHCID 13778296HCID 13778296, compound

Product 1

HCID 86741690HCID 86741690, compoundYield 296.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

To 5-(4-chlorobutyryl)-1,3-benzodioxole (4.0 g) and N-phenylpiperazine (3.0 g) dissolved in DMF (25 ml) was added triethylamine (2.2 g) and the mixture was heated at 80° C. for 40 hours under stirring. After completion of the reaction, the reaction mixture was poured into water and extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate and the solvent was distilled off. The residue was dissolved in ethyl acetate and 20% hydrogen chloride in ethanol (6.5 ml) was added. The resulting crystals were collected by filtration and recrystallized from ethanol to give 5-[4-phenyl-1-piperazinyl)butyryl]-1,3-benzodioxole dihydrochloride (5.1 g, 68% yield). The characteristics of this compound are shown in Table 3 as Compound 57.

Workup

  1. customAfter completion of the reaction
  2. extractionextracted with ethyl acetate
  3. dry with materialThe extract was dried over anhydrous sodium sulfate
  4. distillationthe solvent was distilled off
  5. dissolutionThe residue was dissolved in ethyl acetate
  6. addition20% hydrogen chloride in ethanol (6.5 ml) was added
  7. filtrationThe resulting crystals were collected by filtration
  8. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-17226ab2322e46c6971ba7c794622dcd
Source dataset
uspto-grants-1987_08
Patent number
US04684651

Reaction notes

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