Potassium Iodide → HCID 17825360, compound

HRID 2085213Notes

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-43c3302790ef46e58f9462319e355333
Source dataset: uspto-grants-2004_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06720320B2

Reaction notes

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