Iodoethane → HCID 15027468, compound

HRID 1090804Notes

Reaction equation

HRID 1090804 reaction equation
[OH:1][C:2]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[OH:18])([CH2:9][CH2:10][CH3:11])[CH2:3][N:4]1[CH:8]=[CH:7][N:6]=[CH:5]1.[CH2:19](I)[CH3:20].[OH-].[Na+]>CN(C)C=O>[OH:1][C:2]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[O:18][CH2:19][CH3:20])([CH2:9][CH2:10][CH3:11])[CH2:3][N:4]1[CH:8]=[CH:7][N:6]=[CH:5]1

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 14798Sodium HydroxideHCID 15027467HCID 15027467, compound2×

Product 1

HCID 15027468HCID 15027468, compoundYield 58.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

34 mg of 1-[2-hydroxy-2-(2-hydroxyphenyl)pentyl]imidazole (Compound 18) was dissolved into 10 ml of dimethylformamide, and 33 mg of ethyl iodide and 10 mg of sodium hydroxide was added to this solution. The mixture was stirred at room temperature for 20 hours. The reaction mixture, after being charged into ice water, was subjected to extraction with ether. The ether layer was then washed with water, followed by drying over anhydrous magnesium sulfate. The extract thus obtained was purified by means of silica gel column chromatography (eluent: methylene chloride) to produce 22 mg of the title compound at a yield of 58%.

Workup

  1. additionwas added to this solution
  2. extractionwas subjected to extraction with ether
  3. washThe ether layer was then washed with water
  4. dry with materialby drying over anhydrous magnesium sulfate
  5. extractionThe extract thus
  6. customobtained
  7. customwas purified by means of silica gel column chromatography (eluent: methylene chloride)

Sources & evidence

ORD record
ord-9d646430d3484bfc8bf378d752f01c99
Source dataset
uspto-grants-1992_01
Patent number
US05082948

Reaction notes

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