Potassium Carbonate → HCID 21413263, compound

HRID 1730349Notes

Reaction equation

HRID 1730349 reaction equation
[CH2:1]1[O:11][C:10]2[CH:9]=[CH:8][C:5]([CH2:6]Cl)=[CH:4][C:3]=2[O:2]1.[C:12]([NH:20][CH:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1)(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+]>C(O)(C)C>[C:12]([NH:20][CH:21]1[CH2:26][CH2:25][N:24]([CH2:6][C:5]2[CH:8]=[CH:9][C:10]3[O:11][CH2:1][O:2][C:3]=3[CH:4]=2)[CH2:23][CH2:22]1)(=[O:19])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 887131,3-Benzodioxole, 5-(chloromethyl)-HCID 118120N-4-Piperidylbenzamide

Product 1

HCID 21413263HCID 21413263, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

3,4-Methylenedioxybenzyl chloride (5.76 g.), 4-benzamido-piperidine (6.89 g.) and anhydrous potassium carbonate (7.00 g.) were stirred at room temperature for 5 hours in isopropanol (50 ml.). Additional isopropanol (100 ml.) was added and stirring continued for 3 hours. The mixture was then heated to the boiling point and filtered whilst hot. Filtration provided the title compound as the hemi-hydrate (7.94 g.), m.p. 179.5°-180.5° C. A second crop (1.23 g.) was obtained on concentration of the mother liquors. (Found: C, 69.2; H, 6.55; N, 8.2. C20H22N2O3. 1/2H2O requires C, 69.15; H, 6.7;N, 8.1%).

Workup

  1. temperatureThe mixture was then heated to the boiling point
  2. filtrationfiltered whilst hot
  3. filtrationFiltration

Sources & evidence

ORD record
ord-82e2adf1835a470ab6c1ff9181b490f6
Source dataset
uspto-grants-1976_11
Patent number
US03992389

Reaction notes

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