Hydrogen Bromide → HCID 178431304, compound

HRID 428620Notes

Reaction equation

HRID 428620 reaction equation
Cl.C[O:3][C:4]1[CH:12]=[C:11]2[C:7]([CH2:8][CH2:9][CH:10]2[C:13]2[N:14]=[CH:15][NH:16][CH:17]=2)=[C:6]([CH3:18])[C:5]=1[CH3:19].Br.[OH-].[NH4+]>O>[NH:16]1[CH:17]=[C:13]([CH:10]2[C:11]3[C:7](=[C:6]([CH3:18])[C:5]([CH3:19])=[C:4]([OH:3])[CH:12]=3)[CH2:8][CH2:9]2)[N:14]=[CH:15]1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 14923Ammonium HydroxideHCID 178486574HCID 178486574, compound

Product 1

HCID 178431304HCID 178431304, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A stirred mixture of 4-(6-methoxy-4,5-dimethylindan-1-yl)-1H-imidazole hydrochloride (0.29 g) and hydrobromic acid (15 ml) is heated under reflux for 40 minutes. The cooled reaction mixture is poured into water and is made basic with ammonium hydroxide solution. The product is extracted into ethyl acetate which is washed with water, dried with sodium sulfate and evaporated to dryness. The crude product is purified by flash chromatography and crystallized from ethyl acetate. M.p. 198-202° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 40 minutes
  3. customThe cooled reaction mixture
  4. extractionThe product is extracted into ethyl acetate which
  5. washis washed with water
  6. dry with materialdried with sodium sulfate
  7. customevaporated to dryness
  8. customThe crude product is purified by flash chromatography
  9. customcrystallized from ethyl acetate

Sources & evidence

ORD record
ord-498ff6bc97dc489984bd04525bce5794
Source dataset
uspto-grants-2001_11
Patent number
US06313311B1

Reaction notes

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