Hydrochloric Acid → HCID 178505547, compound

HRID 1369414Notes

Reaction equation

HRID 1369414 reaction equation
[Br:1][C:2]1[N:3]=[C:4]([C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)[N:5](COCC[Si](C)(C)C)[CH:6]=1.Cl.O>CCO>[Br:1][C:2]1[N:3]=[C:4]([C:15]2[CH:16]=[CH:17][C:18]([F:21])=[CH:19][CH:20]=2)[NH:5][CH:6]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 185159744-Bromo-2-(4-fluorophenyl)-1-(2-trimethylsilanyl-ethoxymethyl)imidazole

Product 1

HCID 178505547HCID 178505547, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Bromo-2-(4-fluorophenyl)-1-(2-trimethylsilanyl-ethoxymethyl)imidazole (3.4 g; 9 mmol) is dissolved in EtOH (34 ml) and HCl conc. (37%; 34 ml) and heated to 55 C for 1 h. Water is added to the reaction mixture and the aqueous phase extracted three times with ethyl acetate. The combined organic phases are washed with 2N Na2CO3 and saturated NaCl-solution, dried over Na2SO4, filtered and evaporated to dryness to yiled the title compound as colorless crystals (2.1 g, 92%).

Workup

  1. extractionthe aqueous phase extracted three times with ethyl acetate
  2. washThe combined organic phases are washed with 2N Na2CO3 and saturated NaCl-solution
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customevaporated to dryness to yiled the title compound as colorless crystals (2.1 g, 92%)

Sources & evidence

ORD record
ord-a664c80e776449bea362bb902320893f
Source dataset
uspto-grants-2003_06
Patent number
US06579874B2

Reaction notes

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