Potassium Iodide → HCID 17825360, compound

HRID 460644Notes

Reaction equation

[CH3:1][C:2]1[O:6][C:5]([C:7]2[O:11][C:10]3[CH:12]=[CH:13][CH:14]=[C:15]([O:16][CH2:17][CH2:18][CH2:19]Cl)[C:9]=3[CH:8]=2)=[N:4][N:3]=1.[CH2:21]1[O:29][C:28]2[CH:27]=[CH:26][C:25]([CH:30]3[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]3)=[CH:24][C:23]=2[O:22]1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>CN(C=O)C.C1(C)C=CC=CC=1.O>[CH3:1][C:2]1[O:6][C:5]([C:7]2[O:11][C:10]3[CH:12]=[CH:13][CH:14]=[C:15]([O:16][CH2:17][CH2:18][CH2:19][N:33]4[CH2:32][CH2:31][CH:30]([C:25]5[CH:26]=[CH:27][C:28]6[O:29][CH2:21][O:22][C:23]=6[CH:24]=5)[CH2:35][CH2:34]4)[C:9]=3[CH:8]=2)=[N:4][N:3]=1

Participants

Conditions

Temperature: 80 °C

Procedure

5-Methyl-2-(4-(3-chloropropyloxy)benzo(b)furan-2-yl)-1,3,4-oxadiazole (1.0 g), 4-(3,4-methylenedioxyphenyl)piperidine (0.7 g), potassium carbonate (1.5 g) and potassium iodide (1.0 g) were dissolved in a mixed solvent (50 ml) of DMF-toluene (2:1) and the solution was stirred with refluxing under heating at 80° C. for 4 hr. The reaction mixture was poured into water, extracted with ethyl acetate and dried. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (chloroform/methanol) to give the title compound (0.99 g) as white crystals, melting point 125–127° C.

Workup

temperaturewith refluxing
extractionextracted with ethyl acetate
customdried
customThe solvent was evaporated under reduced pressure
customthe residue was purified by silica gel column chromatography (chloroform/methanol)

Sources & evidence

ORD record: ord-74c4ea6e1cf24f53a0f7d99a9650a293
Source dataset: uspto-grants-2007_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07196199B2

Reaction notes

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