Thionyl Chloride → HCID 19744543, compound

HRID 2254408Notes

Reaction equation

HRID 2254408 reaction equation
O[CH2:2][C:3]1[CH:4]=[C:5]([N:9]2[CH:13]=[CH:12][N:11]=[CH:10]2)[CH:6]=[CH:7][CH:8]=1.S(Cl)([Cl:16])=O>C(Cl)(Cl)Cl>[Cl:16][CH2:2][C:3]1[CH:4]=[C:5]([N:9]2[CH:13]=[CH:12][N:11]=[CH:10]2)[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 197444983-(1H-Imidazol-1-yl)benzenemethanol

Product 1

HCID 19744543HCID 19744543, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

90 mg of 1-(3-hydroxymethylphenyl)imidazole was dissolved in 10 ml of chloroform, and 100 microliters of thionyl chloride was added. The mixture was stirred at room temperature for 3 hours. The solvent was evaporated under reduced pressure. The residue was dissolved in a mixture of ethyl ether and water. The organic layer was separated, washed successively with a 5% aqueous solution of sodium hydrogen carbonate and then with water, and dried over anhydrous magnesium sulfate. The desiccant was separated by filtration and then ethyl ether was evaporated to give 1-(3-chloromethylphenyl)imidazole as a pale yellow oily product.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. dissolutionThe residue was dissolved in a mixture of ethyl ether and water
  3. customThe organic layer was separated
  4. washwashed successively with a 5% aqueous solution of sodium hydrogen carbonate
  5. dry with materialwith water, and dried over anhydrous magnesium sulfate
  6. customThe desiccant was separated by filtration
  7. customethyl ether was evaporated

Sources & evidence

ORD record
ord-6ee7d1e307c64f6fa8030df752486d9c
Source dataset
uspto-grants-1993_08
Patent number
US05234946

Reaction notes

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