Potassium Iodide → HCID 19811464, compound

HRID 373018Notes

Reaction equation

HRID 373018 reaction equation
[Cl:1][CH:2]([CH2:11][CH3:12])[CH2:3][CH:4]1[O:8][C:7](=[O:9])[N:6]([CH3:10])[CH2:5]1.[ClH:13].[CH2:14]([O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1)[CH3:15].C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>C(O)CCC>[ClH:1].[ClH:13].[CH2:14]([O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[N:23]1[CH2:24][CH2:25][N:26]([CH2:12][CH2:11][CH2:2][CH2:3][CH:4]2[O:8][C:7](=[O:9])[N:6]([CH3:10])[CH2:5]2)[CH2:27][CH2:28]1)[CH3:15]

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 128624181-(2-Ethoxyphenyl)piperazine HydrochlorideHCID 19811487HCID 19811487, compound

Product 1

HCID 19811464HCID 19811464, compoundYield 10%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

Following the procedure of Example 5, a mixture of 5-(2-chlorobutyl)-3-methyl-2-oxazolidinone (5.2 g, 0.0272 mol), 1-(2-ethoxyphenyl)piperazine monohydrochloride (6.61 g, 0.0272 mol), potassium carbonate (15.05 g, 0.109 mol), and potassium iodide (1.0 g) in n-butanol (100 mL) gave an oil which was dissolved in a mixture of ethyl acetate/isopropyl ether/light pet ether (removing the impurities by filtration) and acidified with ethereal hydrogen chloride. The mixture was evaporated under reduced pressure and recrystallized once from isopropanol/methanol/isopropyl ether and then from isopropanol/isopropyl ether and dried under high vacuum at 60° C. to give 1.18 g (10% yield), mp 207°-212° C.

Workup

  1. customgave an oil which
  2. customremoving the impurities
  3. filtrationby filtration) and
  4. customThe mixture was evaporated under reduced pressure
  5. customrecrystallized once from isopropanol/methanol/isopropyl ether
  6. dry with materialfrom isopropanol/isopropyl ether and dried under high vacuum at 60° C.
  7. customto give 1.18 g (10% yield), mp 207°-212° C.

Sources & evidence

ORD record
ord-b04914b1d39a4d11840f18a9192d366f
Source dataset
uspto-grants-1992_11
Patent number
US05162322

Reaction notes

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