Potassium Iodide → HCID 23045048, compound

HRID 2108037Notes

Reaction equation

HRID 2108037 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][O:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1.CC(=O)[CH2:17][C:18](=[O:20])[CH3:19].C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>C(O)C.CCOCC>[N:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[CH2:8][CH2:7][O:6][CH2:5][CH2:4][CH2:3][CH2:2][CH2:17][C:18](=[O:20])[CH3:19]

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 31261AcetylacetoneHCID 230450722-[2-(4-Bromobutoxy)ethyl]pyridine

Product 1

HCID 23045048HCID 23045048, compoundYield 83.3%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

A mixture of 2-[2-[(4-bromobutyl)oxy]ethyl]pyridine (6.2 g), 2,4-pentanedione (3.61 g), potassium carbonate (4.75 g) and potassium iodide (3.95 g) in ethanol (125 ml) was stirred and heated overnight under reflux. The solids were removed by filtration and the filtrate evaporated to leave a dark brown semi-solid. Addition of ether (200 ml) and filtration of the solid produced a brown solution which was evaporated to give a brown oil (4.71 g). Purification by FCC eluting with ether-hexane (1:1→3:1) gave the title compound as a pale yellow oil (1.93 g).

Workup

  1. temperatureheated overnight
  2. temperatureunder reflux
  3. customThe solids were removed by filtration
  4. customthe filtrate evaporated
  5. customto leave a dark brown semi-solid
  6. customproduced a brown solution which
  7. customwas evaporated

Sources & evidence

ORD record
ord-db34ccea9f4b4518acbcdfeabed8f586
Source dataset
uspto-grants-1990_06
Patent number
US04937251

Reaction notes

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