Potassium Iodide → HCID 10335262, compound

HRID 1182083Notes

Reaction equation

HRID 1182083 reaction equation
[CH2:1]([O:8][CH:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)(O)[O-].[Na+].[I-].[K+].[CH2:22]([O:24][C:25](=[O:30])[CH2:26][CH2:27][CH2:28]Cl)[CH3:23]>CN(C)C=O>[CH2:1]([O:8][CH:9]1[CH2:14][CH2:13][N:12]([CH2:28][CH2:27][CH2:26][C:25]([O:24][CH2:22][CH3:23])=[O:30])[CH2:11][CH2:10]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 18474Ethyl 4-chlorobutyrateHCID 516892Sodium BicarbonateHCID 31574604-(Benzyloxy)piperidine

Product 1

HCID 10335262HCID 10335262, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 12 mL of N,N-dimethylformamide was added 4-(benzyloxy)piperidine (0.8 g), sodium bicarbonate (1.05 g), potassium iodide (used as a catalyst), ethyl-4-chlorobutyrate (0.88 mL). The resulting mixture was refluxed for 4 hrs. The resulting mixture was cooled, and concentrated under reduced pressure. The resultant mixture was then extracted by using water and chloroform. An organic solution layer was dehydrated over magnesium sulfate, filtered, and concentrated under reduced pressure. The column chromatography was performed thereon, thereby obtaining crude yellowish liquid product (1.05 g, 82% yield) of the title.

Workup

  1. temperatureThe resulting mixture was refluxed for 4 hrs
  2. temperatureThe resulting mixture was cooled
  3. concentrationconcentrated under reduced pressure
  4. extractionThe resultant mixture was then extracted
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4db7c3d7283b477c82e1dabdb1d89905
Source dataset
uspto-grants-2007_10
Patent number
US07288552B2

Reaction notes

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